Yang, Huali’s team published research in European Journal of Medicinal Chemistry in 2021 | CAS: 3934-20-1

2,4-Dichloropyrimidine(cas: 3934-20-1) is a member of organic chlorides. Organic chlorides are compounds containing a carbon-chlorine bond, which are widely used in the oil field as a wax dissolver. They are generally not present in crude oils and are typically the result of additives, cleaning solutions or chemicals used for oil recovery.Quality Control of 2,4-Dichloropyrimidine

Quality Control of 2,4-DichloropyrimidineIn 2021 ,《Optimization of WZ4003 as NUAK inhibitors against human colorectal cancer》 appeared in European Journal of Medicinal Chemistry. The author of the article were Yang, Huali; Wang, Xiaobing; Wang, Cheng; Yin, Fucheng; Qu, Lailiang; Shi, Cunjian; Zhao, Jinhua; Li, Shang; Ji, Limei; Peng, Wan; Luo, Heng; Cheng, Maosheng; Kong, Lingyi. The article conveys some information:

NUAK, the member of AMPK (AMP-activated protein kinase) family of protein kinases, is phosphorylated and activated by the LKB1 (liver kinase B1) tumor suppressor protein kinase. Recent work has indicated that NUAK1 is a key component of the antioxidant stress response pathway, and the inhibition of NUAK1 will suppress the growth and survival of colorectal tumors. As a promising target for anticancer drugs, few inhibitors of NUAK were developed. With this goal in mind, based on NUAK inhibitor WZ4003, a series of derivatives has been synthesized and evaluated for anticancer activity. Compound I, a derivative of WZ4003 by removing a methoxy group, was found to be the most potential one with stronger inhibitory against NUAK1/2 enzyme activity, tumor cell proliferation and inducing apoptosis of tumor cells. By in vivo efficacy evaluations of colorectal SW480 xenografts, I suppresses tumor growth more effectively with an excellent safety profile in vivo and is therefore seen as a suitable candidate for further investigation. The results came from multiple reactions, including the reaction of 2,4-Dichloropyrimidine(cas: 3934-20-1Quality Control of 2,4-Dichloropyrimidine)

2,4-Dichloropyrimidine(cas: 3934-20-1) is a member of organic chlorides. Organic chlorides are compounds containing a carbon-chlorine bond, which are widely used in the oil field as a wax dissolver. They are generally not present in crude oils and are typically the result of additives, cleaning solutions or chemicals used for oil recovery.Quality Control of 2,4-Dichloropyrimidine

Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Tan, Hanyi’s team published research in European Journal of Medicinal Chemistry in 2021 | CAS: 90213-66-4

2,4-Dichloro-7H-pyrrolo[2,3-d]pyrimidine(cas: 90213-66-4) belongs to pyrimidine. Pyrimidine nucleotide derivatives have a wide range of biological applications. For example, pyrimidine derivatives are useful in DNA repair studies involving cancer and epigenetics. Product Details of 90213-66-4

Product Details of 90213-66-4In 2021 ,《Synthesis and evaluation of FAK inhibitors with a 5-fluoro-7H-pyrrolo[2,3-d]pyrimidine scaffold as anti-hepatocellular carcinoma agents》 appeared in European Journal of Medicinal Chemistry. The author of the article were Tan, Hanyi; Liu, Yue; Gong, Chaochao; Zhang, Jiawei; Huang, Jian; Zhang, Qian. The article conveys some information:

Focal adhesion kinase (FAK) is a ubiquitous intracellular non-receptor tyrosine kinase, which is involved in multiple cellular functions, including cell adhesion, migration, invasion, survival, and angiogenesis. In this study, a series of 7H-pyrrolo[2,3-d]pyrimidines were designed and synthesized according to the E-pharmacophores generated by docking a library of 667 fragments into the ATP pocket of the co-crystal complex of FAK and PF-562271 (PDB ID: 3BZ3). The 5-fluoro-7H-pyrrolo[2,3-d]pyrimidine derivatives demonstrated excellent activity against FAK and the cell lines SMMC7721 and YY8103. 2-((2-((3-(Acetamidomethyl)phenyl)amino)-5-fluoro-7H-pyrrolo[2,3-d]pyrimidin-4-yl)amino)-N-methylbenzamide (I) was selected for further bioactivity evaluations in vivo, including preliminary pharmacokinetic profiling in rats and toxicity assays in mice, and tumor growth inhibition studies in a xenograft tumor model. The results showed that I did not affect the body weight gain of the animals up to a dose of 200 mg/kg, and significantly inhibited tumor growth with a tumor growth inhibition rate of 78.6% compared with the neg. control group. Furthermore, phosphoantibody array analyses of a sample of the tumor suggested that I inhibited the malignant proliferation of hepatocellular carcinoma (HCC) cells through decreasing the phosphorylation in the FAK cascade. In the experimental materials used by the author, we found 2,4-Dichloro-7H-pyrrolo[2,3-d]pyrimidine(cas: 90213-66-4Product Details of 90213-66-4)

2,4-Dichloro-7H-pyrrolo[2,3-d]pyrimidine(cas: 90213-66-4) belongs to pyrimidine. Pyrimidine nucleotide derivatives have a wide range of biological applications. For example, pyrimidine derivatives are useful in DNA repair studies involving cancer and epigenetics. Product Details of 90213-66-4

Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Beaulieu-Houle, Guillaume’s team published research in Crystal Growth & Design in 2018 | CAS: 933191-25-4

2-(Pyrimidin-2-yl)pyrimidine-5-carboxylic acid(cas: 933191-25-4) belongs to pyrimidine. Pyrimidine nucleotide derivatives have a wide range of biological applications. For example, pyrimidine derivatives are useful in DNA repair studies involving cancer and epigenetics. Formula: C9H6N4O2

《Coordination Polymers from Functionalized Bipyrimidine Ligands and Silver(I) Salts》 was written by Beaulieu-Houle, Guillaume; White, Nicholas G.; MacLachlan, Mark J.. Formula: C9H6N4O2 And the article was included in Crystal Growth & Design on April 4 ,2018. The article conveys some information:

Readily functionalizable bipyrimidine compounds were prepared for the first time, and their coordination chem. with silver salts was explored. Solution 1H NMR spectroscopy experiments indicated that the ligands rapidly form complexes with silver(I) salts, and coordination at a first site inhibits coordination of a second cation to the ligand, thus favoring 1:1 complexes in solution These 1:1 units self-assemble into one-dimensional chains in the solid state, even in the presence of excess Ag(I). Structurally diverse coordination polymers exhibiting different coordination numbers and geometry were characterized by single crystal X-ray crystallog. Our results demonstrate that a modification to the ligand, distal from the binding site, affects the coordination chem. and supramol. structure of these complexes. The results came from multiple reactions, including the reaction of 2-(Pyrimidin-2-yl)pyrimidine-5-carboxylic acid(cas: 933191-25-4Formula: C9H6N4O2)

2-(Pyrimidin-2-yl)pyrimidine-5-carboxylic acid(cas: 933191-25-4) belongs to pyrimidine. Pyrimidine nucleotide derivatives have a wide range of biological applications. For example, pyrimidine derivatives are useful in DNA repair studies involving cancer and epigenetics. Formula: C9H6N4O2

Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Zhang, Heng’s team published research in European Journal of Medicinal Chemistry in 2017 | CAS: 3764-01-0

2,4,6-Trichloropyrimidine(cas: 3764-01-0) is a member of organic chlorides. Organic chlorides are compounds containing a carbon-chlorine bond, which are widely used in the oil field as a wax dissolver. They are generally not present in crude oils and are typically the result of additives, cleaning solutions or chemicals used for oil recovery.Category: pyrimidines

《Discovery of uracil-bearing DAPYs derivatives as novel HIV-1 NNRTIs via crystallographic overlay-based molecular hybridization》 was written by Zhang, Heng; Tian, Ye; Kang, Dongwei; Huo, Zhipeng; Zhou, Zhongxia; Liu, Huiqing; De Clercq, Erik; Pannecouque, Christophe; Zhan, Peng; Liu, Xinyong. Category: pyrimidinesThis research focused onuracil containing diarylpyrimidine preparation anti HIV QSAR; DAPYs; Drug design; Molecular hybridization; NNRTIs; Physicochemical properties; Uracil. The article conveys some information:

A novel series of uracil-bearing DAPYs derivatives were designed and synthesized via structure-based mol. hybridization to discover compounds with improved anti-resistance profiles. Anti-HIV activity of the designed compounds was tested in MT-4 cell cultures. The most promising compound I showed excellent activity with EC50 value of 5.6 nM against wide-type HIV-1 and low cytotoxicity (SI > 50000). Activity against the clinic prevalent mutant strains was also tested, suggesting that I was sensitive to E138K (EC50 = 34.2 nM). Primary drug-like properties, such as water solubility and logP, were evaluated by experiment or calculation, which indicated that introducing an uracil can improve solubility The mol. modeling accompanied with the preliminary SAR correlations paved the way for the next round of rational design of potent anti-HIV agents. The experimental part of the paper was very detailed, including the reaction process of 2,4,6-Trichloropyrimidine(cas: 3764-01-0Category: pyrimidines)

2,4,6-Trichloropyrimidine(cas: 3764-01-0) is a member of organic chlorides. Organic chlorides are compounds containing a carbon-chlorine bond, which are widely used in the oil field as a wax dissolver. They are generally not present in crude oils and are typically the result of additives, cleaning solutions or chemicals used for oil recovery.Category: pyrimidines

Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Bachovchin, Kelly A.’s team published research in Journal of Medicinal Chemistry in 2019 | CAS: 3934-20-1

2,4-Dichloropyrimidine(cas: 3934-20-1) is a member of organic chlorides. Organic chlorides are compounds containing a carbon-chlorine bond, which are widely used in the oil field as a wax dissolver. They are generally not present in crude oils and are typically the result of additives, cleaning solutions or chemicals used for oil recovery.Quality Control of 2,4-Dichloropyrimidine

《Improvement of aqueous solubility of lapatinib-derived analogues: identification of a quinolinimine lead for human African trypanosomiasis drug development》 was written by Bachovchin, Kelly A.; Sharma, Amrita; Bag, Seema; Klug, Dana M.; Schneider, Katherine M.; Singh, Baljinder; Jalani, Hitesh B.; Buskes, Melissa J.; Mehta, Naimee; Tanghe, Scott; Momper, Jeremiah D.; Sciotti, Richard J.; Rodriguez, Ana; Mensa-Wilmot, Kojo; Pollastri, Michael P.; Ferrins, Lori. Quality Control of 2,4-DichloropyrimidineThis research focused ontrypanosomiasis parasiticide quinolinimine lapatinib pharmacokinetics Trypanosoma brucei. The article conveys some information:

Lapatinib, an approved epidermal growth factor receptor inhibitor, was explored as a starting point for the synthesis of new hits against Trypanosoma brucei, the causative agent of human African trypanosomiasis (HAT). Previous work culminated in I, which was part of a series typically associated with poor aqueous solubility In this report, we present various medicinal chem. strategies that were used to increase the aqueous solubility and improve the physicochem. profile without sacrificing antitrypanosomal potency. To rank trypanocidal hits, a new assay (summarized in a cytocidal effective concentration (CEC50)) was established, as part of the lead selection process. Increasing the sp3 carbon content of I resulted in II (0.19 μM EC50 against T. brucei and 990 μM aqueous solubility). Further chem. exploration of II yielded III, a trypanocidal quinolinimine (EC50: 0.013 μM; aqueous solubility: 880 μM; and CEC50: 0.18 μM). Compound III reduced parasitemia 109 fold in trypanosome-infected mice; it is an advanced lead for HAT drug development. The experimental part of the paper was very detailed, including the reaction process of 2,4-Dichloropyrimidine(cas: 3934-20-1Quality Control of 2,4-Dichloropyrimidine)

2,4-Dichloropyrimidine(cas: 3934-20-1) is a member of organic chlorides. Organic chlorides are compounds containing a carbon-chlorine bond, which are widely used in the oil field as a wax dissolver. They are generally not present in crude oils and are typically the result of additives, cleaning solutions or chemicals used for oil recovery.Quality Control of 2,4-Dichloropyrimidine

Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Long, Liang’s team published research in European Journal of Medicinal Chemistry in 2018 | CAS: 3764-01-0

2,4,6-Trichloropyrimidine(cas: 3764-01-0) is a member of organic chlorides. Organic chlorides are compounds containing a carbon-chlorine bond, which are widely used in the oil field as a wax dissolver. They are generally not present in crude oils and are typically the result of additives, cleaning solutions or chemicals used for oil recovery.Formula: C4HCl3N2

《Synthesis and biological evaluation of aurora kinases inhibitors based on N-trisubstituted pyrimidine scaffold》 was written by Long, Liang; Luo, Yu; Hou, Zhi-Jie; Ma, Hua-Juan; Long, Zi-Jie; Tu, Zheng-Chao; Huang, Lin-Jie; Liu, Quentin; Lu, Gui. Formula: C4HCl3N2This research focused ontrisubstituted pyrimidine preparation aurora kinase inhibitor antitumor human SAR; Anticancer drug; Aurora kinase inhibitor; Leukemia; N-trisubstituted pyrimidines; Synthesis. The article conveys some information:

The inhibition of the members of aurora kinase family using ATP-competitive small mols. was an effective method for anticancer therapeutics. Based on this concept, synthesis of new N-trisubstituted pyrimidine derivatives I [Ar = 4-FC6H4, 3-F-4-CO2MeC6H3, 3,4,5-MeO3C6H2, etc.] and evaluation of their biol. activities and stabilities were done. Among them, compound I [Ar = 3-Cl-4-FC6H3] showed the best inhibition against aurora A kinase (IC50 = 7.1 nM), human leukemia cell line U937 (IC50 = 12.2 nM) and the growth of U937 xenograft tumors in vivo. By flow cytometry and immunofluorescence anal. of U937, it was found that compound I [Ar = 3-Cl-4-FC6H3] could induced polyploidy formation including (4N, 8N and 16N) and induced defects in both chromosome alignment and spindle formation. Furthermore, compound I [Ar = 3-Cl-4-FC6H3] exhibited good chem., phys., and thermal stabilities. All these results suggested that compound I [Ar = 3-Cl-4-FC6H3] was a promising lead compound for further development of anticancer drugs.2,4,6-Trichloropyrimidine(cas: 3764-01-0Formula: C4HCl3N2) was used in this study.

2,4,6-Trichloropyrimidine(cas: 3764-01-0) is a member of organic chlorides. Organic chlorides are compounds containing a carbon-chlorine bond, which are widely used in the oil field as a wax dissolver. They are generally not present in crude oils and are typically the result of additives, cleaning solutions or chemicals used for oil recovery.Formula: C4HCl3N2

Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Moesslacher, Julia’s team published research in ACS Medicinal Chemistry Letters in 2020 | CAS: 86443-51-8

2-Chloro-N-ethylpyrimidin-4-amine(cas: 86443-51-8) belongs to anime. In organic chemistry, amines are compounds and functional groups that contain a basic nitrogen atom with a lone pair. Amines are formally derivatives of ammonia (NH3), wherein one or more hydrogen atoms have been replaced by a substituent such as an alkyl or aryl group (these may respectively be called alkylamines and arylamines; amines in which both types of substituent are attached to one nitrogen atom may be called alkylarylamines).Name: 2-Chloro-N-ethylpyrimidin-4-amine

Name: 2-Chloro-N-ethylpyrimidin-4-amineOn May 14, 2020 ,《Identification of 2-(4-(Phenylsulfonyl)piperazine-1-yl)pyrimidine Analogues as Novel Inhibitors of Chikungunya Virus》 appeared in ACS Medicinal Chemistry Letters. The author of the article were Moesslacher, Julia; Battisti, Verena; Delang, Leen; Neyts, Johan; Abdelnabi, Rana; Puerstinger, Gerhard; Urban, Ernst; Langer, Thierry. The article conveys some information:

Arylsulfonyl and aroyl piperazinylpyrimidines such as I were prepared as antiviral agents against the chikungunya virus, the causative agent of chikungunya fever, and for their toxicities to uninfected Vero cells. Optimization of an arylsulfonylpiperazinylpyrimidinamine lead compound yielded I with an EC50 value against chikungunya virus of 3.95μM and cytotoxicity in Vero cells of 260μM.2-Chloro-N-ethylpyrimidin-4-amine(cas: 86443-51-8Name: 2-Chloro-N-ethylpyrimidin-4-amine) was used in this study.

2-Chloro-N-ethylpyrimidin-4-amine(cas: 86443-51-8) belongs to anime. In organic chemistry, amines are compounds and functional groups that contain a basic nitrogen atom with a lone pair. Amines are formally derivatives of ammonia (NH3), wherein one or more hydrogen atoms have been replaced by a substituent such as an alkyl or aryl group (these may respectively be called alkylamines and arylamines; amines in which both types of substituent are attached to one nitrogen atom may be called alkylarylamines).Name: 2-Chloro-N-ethylpyrimidin-4-amine

Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Hodges, Timothy R.’s team published research in Journal of Medicinal Chemistry in 2018 | CAS: 944401-55-2

4-Methyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyrimidin-2-amine(cas: 944401-55-2) belongs to pyrimidine. Pyrimidine nucleotide derivatives have a wide range of biological applications. For example, pyrimidine derivatives are useful in DNA repair studies involving cancer and epigenetics. HPLC of Formula: 944401-55-2

HPLC of Formula: 944401-55-2On October 11, 2018 ,《Discovery and Structure-Based Optimization of Benzimidazole-Derived Activators of SOS1-Mediated Nucleotide Exchange on RAS》 was published in Journal of Medicinal Chemistry. The article was written by Hodges, Timothy R.; Abbott, Jason R.; Little, Andrew J.; Sarkar, Dhruba; Salovich, James M.; Howes, Jennifer E.; Akan, Denis T.; Sai, Jiqing; Arnold, Allison L.; Browning, Carrie; Burns, Michael C.; Sobolik, Tammy; Sun, Qi; Beesetty, Yugandhar; Coker, Jesse A.; Scharn, Dirk; Stadtmueller, Heinz; Rossanese, Olivia W.; Phan, Jason; Waterson, Alex G.; McConnell, Darryl B.; Fesik, Stephen W.. The article contains the following contents:

Son of sevenless homolog 1 (SOS1) is a guanine nucleotide exchange factor that catalyzes the exchange of GDP for GTP on RAS. In its active form, GTP-bound RAS is responsible for numerous critical cellular processes. Aberrant RAS activity is involved in ∼30% of all human cancers; hence, SOS1 is an attractive therapeutic target for its role in modulating RAS activation. Here, we describe a new series of benzimidazole-derived SOS1 agonists. Using structure-guided design, we discovered small mols. that increase nucleotide exchange on RAS in vitro at submicromolar concentrations, bind to SOS1 with low double-digit nanomolar affinity, rapidly enhance cellular RAS-GTP levels, and invoke biphasic signaling changes in phosphorylation of ERK 1/2. These compounds represent the most potent series of SOS1 agonists reported to date. The experimental part of the paper was very detailed, including the reaction process of 4-Methyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyrimidin-2-amine(cas: 944401-55-2HPLC of Formula: 944401-55-2)

4-Methyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyrimidin-2-amine(cas: 944401-55-2) belongs to pyrimidine. Pyrimidine nucleotide derivatives have a wide range of biological applications. For example, pyrimidine derivatives are useful in DNA repair studies involving cancer and epigenetics. HPLC of Formula: 944401-55-2

Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Nitta, Yoshihiro’s team published research in Chemical & Pharmaceutical Bulletin in 1965 | CAS: 3286-56-4

6-Chloro-2-ethoxypyrimidin-4-amine(cas: 3286-56-4) belongs to anime. Examples of direct uses of amines and their salts are as corrosion inhibitors in boilers and in lubricating oils (morpholine), as antioxidants for rubber and roofing asphalt (diarylamines), as stabilizers for cellulose nitrate explosives (diphenylamine), as protectants against damage from gamma radiation (diarylamines), as developers in photography (aromatic diamines), as flotation agents in mining, as anticling and waterproofing agents for textiles, as fabric softeners, in paper coating, and for solubilizing herbicides.Product Details of 3286-56-4

In 1965,Chemical & Pharmaceutical Bulletin included an article by Nitta, Yoshihiro; Okui, Kiyoshi; Ito, Kiyohiko. Product Details of 3286-56-4. The article was titled 《Pyrimidine derivatives. I. Synthesis of a new series of sulfanilamides having dialkylamino groups in the pyrimidine nucleus》. The information in the text is summarized as follows:

A solution of 7.1 g. Na in 300 mL. ROH was added dropwise to 50 g. 4-amino-2,6-dichloropyrimidine (I) in 3 l. of ROH during 6 h. at 50-60°. After 20 h. ROH was removed, mixture washed with H2O and crystallized to give II (R1 = Cl) (R, m.p., % yield, crystallization solvent given): MeO, 127-8°, 72, H2O; EtO, 128-9°, 75, MeOH-H2O; PrO, 114-15°, 78, MeOH-H2O; iso-Pr, 134-5°, 72, MeOH-H2O. The Cl compounds heated at 120° for 4-6 h. in a sealed tube with 20% Me2NH/MeOH gave II (R1 = NMe2) (R, m.p., % yield, crystn solvent given): MeO, 158-9°, 85, H2O; EtO, 136-7°, 95, C6H6; PrO, 96-7°, 87, ligroine; iso-Pr, 105-6°, 82, ligroine. II (R = Cl, R1 = MeO) (IIa) (16 g.) heated on the steam bath 2 h. in 200 mL. 10% NaOH and acidified with AcOH (pH 6) gave 12 g. 4-amino-6-chloro-2(1H)-pyrimidone (III), m. >300° (H2O). IIa treated with Me2NH as above and treated with NaOH gave 4-amino-6-dimethylamino-2(1H)-pyrimidone (IV), m. >300° (H2O). III and Me2N also gave IV. I (60 g.) in 300 mL. of 20% R3R2NH/MeOH became clear after stirring sometimes with heat for 4 h. Concentration and crystallization gave II (R = Cl) (R1, m.p., % yield, crystallization solvent given): Me2N, 152-3°, 73, H2O; Et2N, 124-5°, 75, C6H6; (CH2)4N, 184-5°, 90, MeOH-H2O; morpho-linoe, 153-4°, 84, MeOH-H2O; (H2C:CHCH2)2N, 91-3° (acetyl derivative), –, ligroine. Na(7.1 g.)in 3 mL. MeOH added to 50 g. I in 2.5 l. MeOH during 6 h. at 50-60°, the solution concentrated after 20 h. to 300 mL. and diluted with 700 mL. hot H2O gave IIa. The filtrate chilled to -10° gave a mixture which washed with MeOH and crystallized from MeOH gave II (R = MeO, R1 = Cl) (IIb), 3.5 g., m. 187-8°. IIb (0.01 mol) in 100 mL. 1% NH3/MeOH hydrogenated over 0.2 g. 10% Pd/C gave II (R = MeO, R1 = H), m. 155-6° (C6H6). Prepared similarly were II (R1 = H) (R, m.p., % yield given): EtO, 151-2°, 86; PrO, 132-3°, 90; iso-PrO, 93-4°, 92; BuO, 126-7°, 85; iso-BuO, 132-4°, 75; tert-BuO, 66-7°, 75. Similarly, from the 2-alkoxy-4-amino-6-chloropyrimidines were prepared II (R = H) (R1, m.p., % yield, crystallization solvent given): MeO, 168-9°, 75, H2O; EtO, 83-6°, 86, ligroine; PrO, 77-8°, 86, ligroine; iso-PrO, 75-6°, 85, ligroine. II (R and R1 = alkoxy) were obtained from II (R = XO, R1 = Cl) with NaOH and an alc. (R, R1, m.p., % yield, all crystallized from MeOH-H2O): MeO, MeO, 150-1°, 96; MeO, EtO, 144-5°, 94; MeO, iso-PrO, 98-9°, 91; EtO, MeO, 112-13°, 95. II (R = XO, R1 = Cl) and NaSR in the corresponding alcs. heated 3 h. on the steam bath, diluted with H2O and the product crystallized from dilute MeOH gave II (R, R1, m.p., % yield given): MeO, MeS, 143-4°, 94; MeO, EtS, 116-17°, 83; MeO, PrS, 99-100°, 80; MeO, iso-PrS, 116-17°, 86; EtO, MeS, 92-3°, 93; EtO, iso-PrS, 74-5°, 95. II (R = XO, R1 = Cl) (0.01 mol) in 200 mL. 10% Me2NH/MeOH heated at 100° 5 h. in a sealed tube gave II (R, R1, m.p., % yield, crystallization solvent given): MeO, Me2N, 93-4°, 95, ligroine; EtO, Me2N, 86-7°, 87, MeOH-H2O; H, Me2N, 153-5°, 90, C6H6. I (30 g.) in 200 mL. 20% Me2NH/MeOH heated at 120-130° for 6 h. in a sealed tube, concentrated, and diluted with 100 mL. of 10% NaOH gave 25 g. II (R = R1 = NMe2), m. 116-17° (H2O). Acetyl derivatives of the following II were prepared and crystallized from MeOH or dilute MeOH (R, R1, m.p., yield % given): Cl, MeO, 195-6°, 94; Cl, EtO, 194-6°, 94; MeO, Cl, 216-17°, 93; EtO, Cl, 215-16°, 90; MeO, H, 138-9°, 94; EtO, H, 130-1°, 95; PrO, H, 135-6°, 74; iso-PrO, H, 105-6°, 70; BuO, H, 95-6°, 63; MeO, Me2N, 187-8°, 90; EtO, Me2N, 166-7°, 92; PrO, Me2N, 165-7°, 84; iso-PrO, Me2N, 156-7°, 87; EtS, Me2N, 155-6°, 83; PrS, Me2N, 165-7°, 94; iso-PrS, Me2N, 186-7°, 90. The 4-aminopyrimidines and p-MeCONHC6H4SO2Cl in C5H5N (1 mL./g. chloride) at room temperature 12 h. were diluted with H2O and the crude products (V) (R2 = Ac) hydrolyzed in 10 volumes of 10% NaOH at 100° for 1 h. and neutralized with AcOH to give V (R2 = H). V (R2 = Ac) (R, R1, m.p., % yield, crystallization solvent given): Me2N, MeO, 218-20°, 82, MeOH; Me2N, EtO, 220-4°, 74, MeOH; Me2N, PrO, 215-16°, 70, MeOH; Me2N, iso-PrO, 166-7°, 74, MeOH; MeO, Me2N, 251-3°, 69, MeOH; EtO, Me2N, 223-4°, 75, MeOH; PrO, Me2N, 161-2°, 73, MeOH; EtS, Me2N, 226-7°, 81, MeOH-H2O; PrS, Me2N, 203-5°, 75, MeOH-H2O; iso-PrS, Me2N, 180-2°, 86, MeOH-H2O; Cl, Me2N, 261-2°, 70, MeOH; Cl, Et2N, 194-5°, 50, MeOH; Cl, (C3H6)2N, 178-9°, 29, MeOH-H2O; Cl, (CH2)4N, 234-5°, 81, MeOH-H2O; Cl, morpholino, 273-4°, 75, Me2CO; Me2N, H, 296-7°, 72, MeOH; Me2N, Me2N, 210-15° (crude), 32, –; Me2N, MeS, 230-5° (crude), 85, –. V (R2 = H, given as above): Me2N, MeO, 207-8°, 95, MeOH; Me2N, EtO, 228-30°, 87, MeOH-H2O; Me2N, PrO, 182-3°, 92, MeOH-H2O; Me2N, iso-PrO, –, 92, MeOH-H2O; MeO, Me2N, 218-20°, 90, MeOH-H2O; EtO, Me2N, 185-6°, 90, MeOH-H2O; PrO, Me2N, 90-1°, 65, Me2CO-C6H6; EtS, Me2N, 139-40°, 87, MeOH-H2O; PrS, Me2N, 165-7°, 70, MeOH-H2O; iso-PrS, Me2N, 170-1°, 76, MeOH-H2O; Cl, Me2N, 203-4°, 92, Me2CO-H2O; Cl, Et2N, 178-80°, 93, MeOH-H2O; Cl, (C3H5)2N, 170-2°, 98, MeOH-H2O; Cl, (CH2)4N, 234-5°, 84, Me2CO-H2O; Cl, morpholino, 280-2°, 89, Me2CO-H2O; Me2N, H, 276-7°, 64, MeOH; Me2N, Me2N, 221-3°, 56, MeOH; Me2N, MeS, 242-3°, 68, MeOH-H2O. V (R = R2 = H, R1 = Me2N), m. 146-7° (MeOH-H2O), was prepared in 82% yield from V (R = Cl, R1 = Me2N, R2 = H). V (R = MeO, R1 = Et2N, R2 = H), m. 186-8° (MeOH-H2O), was prepared in 85% yield from V (R = Cl, R1 = Et2N, R2 = H). V (R = Cl, R1 = NR3R4, R2 = H) showed good antibacterial properties. After reading the article, we found that the author used 6-Chloro-2-ethoxypyrimidin-4-amine(cas: 3286-56-4Product Details of 3286-56-4)

6-Chloro-2-ethoxypyrimidin-4-amine(cas: 3286-56-4) belongs to anime. Examples of direct uses of amines and their salts are as corrosion inhibitors in boilers and in lubricating oils (morpholine), as antioxidants for rubber and roofing asphalt (diarylamines), as stabilizers for cellulose nitrate explosives (diphenylamine), as protectants against damage from gamma radiation (diarylamines), as developers in photography (aromatic diamines), as flotation agents in mining, as anticling and waterproofing agents for textiles, as fabric softeners, in paper coating, and for solubilizing herbicides.Product Details of 3286-56-4

Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Sakamoto, Takao’s team published research in Chemical & Pharmaceutical Bulletin in 1980 | CAS: 14001-60-6

2-Methoxy-4-methylpyrimidine(cas: 14001-60-6) is a member of ether. When aromatic ethers are exposed to halogen in the presence or absence of a catalyst, they undergo halogenation, such as bromination.COA of Formula: C6H8N2O

Sakamoto, Takao; Ono, Takayasu; Sakasai, Takeji; Yamanaka, Hiroshi published an article on January 31 ,1980. The article was titled 《Studies on pyrimidine derivatives. XV. Homolytic acylation and amidation of simply substituted pyrimidines》, and you may find the article in Chemical & Pharmaceutical Bulletin.COA of Formula: C6H8N2O The information in the text is summarized as follows:

The reaction of 2,6-disubstituted pyrimidines with acyl radicals generated either from pyruvic acid-AgNO3-(NH4)2S2O8 or from aldehyde-FeSO4-Me3COOH in aqueous H2SO4, gave the corresponding 2,6-disubstituted 4-acylpyrimidines. 4,6-Disubstituted pyrimidines gave 2-acetyl- and 2,5-diacetyl-4,6-disubstituted pyrimidines under the same conditions. Homolytic amidation of pyrimidines in which the 2- or 4-positions are free yielded pyrimidine-2- or -4-carboxamides. The experimental process involved the reaction of 2-Methoxy-4-methylpyrimidine(cas: 14001-60-6COA of Formula: C6H8N2O)

2-Methoxy-4-methylpyrimidine(cas: 14001-60-6) is a member of ether. When aromatic ethers are exposed to halogen in the presence or absence of a catalyst, they undergo halogenation, such as bromination.COA of Formula: C6H8N2O

Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia