Tag: M.W:100-200

Related Products of 1753-50-0, Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps,and cheap raw materials. 1753-50-0, name is 2-Chloropyrimidine-5-carbonitrile. A new synthetic method of this compound is introduced below.

To a stirred solution of compound MZ (3.0 g, 7.77 mmol) in EtOH (50 mL), DIPEA (3.9 mL, 23.31 mmol) and 2-chloropyrimidine-5-carbonitrile (AF, 1.3 g, 9.32 mmol) were added and the reaction mixture was stirred at RT for 12 h. The progress of the reaction was monitored by TLC. After completion of the reaction, the reaction mixture was concentrated under reduced pressure. The crude compound was purified by silica gel column chromatography (15% EtOAc/hexane) to afford compound NA (2.9 g, 76.0%) as a light brown sticky viscous liquid. 1H NMR (400 MHz, DMSO-d6): _ 8.66-8.62 (m, 3H), 7.36-7.33 (m, 2H), 7.11 (t, J = 8.8 Hz, 2H), 7.02 (d, J = 8.0 Hz, 1H), 6.50 (s, 1H), 6.40-6.37 (m, 1H), 5.16-5.12 (m, 1H), 3.79 (s, 2H), 3.72 (d, J = 8.8 Hz, 6H), 3.46-3.37 (m, 1H), 3.06-3.00 (m, 1H), 2.92-2.87 (m, 1H) (1H merged in solvent peak).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,1753-50-0, its application will become more common.

Reference:
Patent; VPS-3, INC.; YATES, Christopher, M.; (397 pag.)WO2018/165520; (2018); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Electric Literature of 74356-36-8, The major producers of chemicals have been the Europe, Japan and China. Due to the growing call for a cleaner, greener environment, people will have to find innovative ways to maintain their relevance. Here is a compound 74356-36-8, name is 2,4-Dimethyl-pyrimidine-5-carboxylic acid. This compound has unique chemical properties. The synthetic route is as follows.

The compound of Reference Example 56 (253mg, 1.00mmol) and 2,4-dimethylpyrimidine-5-carboxylic acid (152mg, 1.00mmol) and 1-hydroxybenzotriazole (135mg, 1.00mmol) and 1-(3 dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride (230 mg, 1.20 mmol) and triethylamine (418muL, 3.00mmol) and a mixture of N,N-dimethylformamide (2 mL) was stirred at room temperature for 16 hours. Thereafter, the reaction mixture was purified by directly preparative high-performance liquid column chromatography. Then the obtained product (157mg, 0.50mmol) in tetrahydrofuran (5.0 mL) lithium aluminum hydride (56.9mg, 1.50mmol) of was added at 10 C. After 16 hours with stirring at 10C , the water and 10% sodium hydroxide solution was added, the precipitate was removed by Celite filtration, and the filtrate was concentrated. The resulting concentrated residue was purified by preparative high-performance liquid column chromatography, to give the title compound (4%).

While traditionally a conservative industry, chemical producers will need to modernize their PR strategies to stay relevant.we look forward to future research findings about 74356-36-8, 2,4-Dimethyl-pyrimidine-5-carboxylic acid.

Reference:
Patent; SUMITOMO DAINIPPON PHARMA COMPANY LIMITED; YOSHINAGA, HIDEFUMI; URUNO, YOSHIHARU; NAGATA, HIDETAKA; HASHIMOTO, MASAKAZU; KATO, TARO; (82 pag.)JP2016/108326; (2016); A;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 14160-93-1, name is 4-Amino-6-chloropyrimidine-5-carbaldehyde. This compound has unique chemical properties. The synthetic route is as follows. name: 4-Amino-6-chloropyrimidine-5-carbaldehyde

6-Chloro-5-(2-methoxyvinyl)pyrimidin-4-ylamine (28) [0170] A suspension of (methoxymethyl)triphenylphosphonium chloride (276.0 g, 0.807 mol, 1.1 equiv) in THF (1.5 L) was cooled in an ice/salt bath to -2 C. and 1 M potassium tert-butoxide (KOtBu) in THF (807 mL, 0.807 mol, 1.1 equiv) was added over 1.5 h at -2 to -3 C. The deep red-orange mixture was stirred at -2 to -3 C. for 1 h. 4-Amino-6-chloropyrimidine-5-carbaldehyde (115.2 g, 0.7338 mol, 1.0 equiv) was then added portion wise to the reaction mixture as a solid form using THF (200 mL) to rinse the container and funnel. During the addition the reaction temperature increased from -3 to 13 C. and a brown color developed. When the reaction temperature dropped to 10 C., the cooling bath was removed and the reaction mixture was allowed to warm to ambient temperature and stirred at ambient temperature for 42 h. The reaction mixture was cooled to -2 C. before being quenched by the slow addition of saturated NH4Cl aqueous solution (750 mL). The mixture was concentrated under reduced pressure to remove most of the THF. The residue was partitioned between EtOAc (3 L) and H2O (1 L). The organic phase was filtered to remove insoluble material at the interface, then extracted with 2 N HCl (4×250 mL) followed by 3 N HCl (2×250 mL). The combined HCl extracts were back-extracted with EtOAc (500 mL) then filtered through Celite to remove insoluble material. The filtrate was cooled in an ice/brine bath, adjusted to pH 8 with a 6 N aqueous NaOH solution and extracted with EtOAc (3×1 L). The combined EtOAc extracts were washed with brine (1 L), dried over Na2SO4, stirred with charcoal (10 g) and silica gel (10 g) for 1 h. The mixture was filtered through Celite, washing the Celite pad with EtOAc (1 L). The filtrate was concentrated, co-evaporating residual EtOAc with n-heptane (500 mL). The resulting tan solid was pumped under high vacuum for 2 h to afford crude 6-chloro-5-(2-methoxyvinyl)pyrimidin-4-ylamine (72.3 g, 136.2 g theoretical, 53.1%). The crude desired product was used in the following reaction without further purification. A sample of crude product (2.3 g) was purified by silica gel column chromatography on, eluting with 0-35% EtOAc/n-heptane to give 1.7 g of pure 6-chloro-5-(2-methoxyvinyl)pyrimidin-4-ylamine as a white solid, which was found to be a 1 to 2 mixture of E/Z isomers. 1H NMR (300 MHz, DMSO-d6) for E-isomer: delta 8.02 (s, 1H), 7.08 (bs, 2H), 6.92 (d, 1H, J=13.1), 5.35 (d, 1H, J=13.0 Hz), 3.68 (s, 3H) ppm and for Z-isomer: delta 8.06 (s, 1H), 7.08 (bs, 2H), 6.37 (d, 1H, J=6.8 Hz), 5.02 (d, 1H, J=6.7 Hz), 3.69 (s, 3H) ppm; C7H8ClN3O (MW, 185.61), LCMS (EI) m/e 186/188 (M++H).

If you are interested in these compounds, you can also browse my other articles.Thank you for taking the time to read this article. I hope you enjoyed it, 14160-93-1, 4-Amino-6-chloropyrimidine-5-carbaldehyde.

Reference:
Patent; Incyte Corporation; Liu, Pingli; Wang, Dengjin; Wu, Yongzhong; Cao, Ganfeng; Xia, Michael; US2014/256941; (2014); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

With the rapid development and complex challenges of chemical substances, the synthesis of new drugs is usually one of the most effective ways to increase yield.3680-69-1, name is 4-Chloro-7H-pyrrolo[2,3-d]pyrimidine, molecular formula is C6H4ClN3, molecular weight is 153.5691, as common compound, the synthetic route is as follows.Safety of 4-Chloro-7H-pyrrolo[2,3-d]pyrimidine

Synthesis of 7-(2-nitrobenzyloxy)methyl-7-deaza-2?-deoxyadenosine-5?-triphosphate6-Chloro-7-iodo-7-deazapurine (dA.23): Compound dA.23 was synthesized according to the procedure described by Ju et al. (2006, which is incorporated herein by reference). To a suspension of 6-chloro-7-deazapurine (1.00 g, 6.51 mmol) in anhydrous CH2Cl2 (55 mL) was added N-iodosuccinimide (1.70 g, 7.56 mmol). The reaction was protected from light while stirring at room temperature for two hours. The reaction was then concentrated down in vacuo. The material was re-crystallized from hot methanol to yield 6-chloro-7-iodo-7-deazapurine dA.23 (0.94 g, 52%).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,3680-69-1, 4-Chloro-7H-pyrrolo[2,3-d]pyrimidine, and friends who are interested can also refer to it.

Reference:
Patent; Lasergen, Inc.; Litosh, Vladislav A.; Hersh, Megan N.; Stupi, Brian P.; Wu, Weidong; Metzker, Michael L.; US9200319; (2015); B2;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps,and cheap raw materials. 5305-45-3, name is 4,6-Dichloropyrimidine-5-carbonitrile. A new synthetic method of this compound is introduced below., Formula: C5HCl2N3

4,6-Dichloropyrimidine-5-carbonitrile (4.8 g, 27.59 mols) was suspended in 30 mL dioxane and the mixture was cooled at 0C in an ice bath. Ammonia solution (7N in methanol, 20 mL, 140 mmol) was added dropwise over 20 min. The mixture was stirred at 0C for 30 min. The solvent was evaporated and the crude was re-dissolved in tetrahydrofuran. A precipite was formed and filtered and washed with more tetrahydrofuran. The organics were evaporated under reduced pressure. The residue was purifed using a SP1Purification System (20%-80%, hexane-ethyl acetate) to give 2.38 g (56% yield) of the title compound as a white solid. Purity 100%.LRMS (m/z): 155 (M+1 )+

If you are interested in these compounds, you can also browse my other articles.Thank you for taking the time to read this article. I hope you enjoyed it, 5305-45-3, 4,6-Dichloropyrimidine-5-carbonitrile.

Reference:
Patent; ALMIRALL, S.A.; ERRA SOLA, Montserrat; CARRASCAL RIERA, Marta; TALTAVULL MOLL, Joan; CATURLA JAVALOYES, Juan Francisco; BERNAL ANCHUELA, Francisco Javier; PAGES SANTACANA, Lluis Miquel; MIR CEPEDA, Marta; CASALS COLL, Gaspar; HERNANDEZ OLASAGARRE, Maria Begona; WO2014/60432; (2014); A1;,
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Pyrimidine – Wikipedia

Synthetic Route of 4595-61-3, Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps,and cheap raw materials. 4595-61-3, name is Pyrimidine-5-carboxylic acid. A new synthetic method of this compound is introduced below.

5-pyrimidinecarboxylic acid 1.000 mmol was weighed at 2 ° CAnd 2-(7-oxobenzotriazole)-N,N,N’,N’-tetramethyluron hexafluorophosphate(HATU) 1.000 mmol was placed in a round bottom flask,Dissolved with 8mLDCM,After stirring for 10 min, N,N-diisopropylethylamine (DIPEA) was added 1.700 mmol.Stirring was continued for 10 min, and a solution of 5-methyl-7-(2-fluoro-4-aminophenoxy)-pyrazolo[1,5-a]pyrimidine 0.800 mmol in DCM was slowly added dropwise. After 10 min, the system was placed. Reaction at 35 ° C for 24 h,TLC detection;After the reaction is completed, the organic phase is washed three times with a saturated sodium chloride solution, and the reaction by-products are washed away.The organic phase was dried over anhydrous sodium sulfate and filtered to give a crude material.Pass through the column [V: V (ethyl acetate: petroleum ether) = 1:6],Get a white solid0.060g,That is, the product 7-[2-fluoro-4-(5-pyrimidinamide)phenoxy]-5-methylpyrazolo[1,5-a]pyrimidine(1H NMR and 13C NMR spectra are shown in Figure 7),The yield was about 42percent.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,4595-61-3, its application will become more common.

Reference:
Patent; Guangzhou Medical University; Zhang Chao; Liang Xintong; Xie Guoquan; Luo Guolin; Wu Wenhao; Yu Lihong; (25 pag.)CN108727386; (2018); A;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Related Products of 57489-77-7, As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 57489-77-7, name is 5,7-Dichloropyrazolo[1,5-a]pyrimidine, molecular formula is C6H3Cl2N3, The compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below.

Under nitrogen protection, 60% NaH (1.36g, 34mol) was slowly added to 60mL of cold N, N-dimethylformamide.The temperature was controlled to about 0 C, and 2-isopropylsulfonylaniline (4.10 g, 20.6 mmol) was slowly added, and the mixture was kept under stirring for 0.5 hours.To the above solution was added a solution of 5,7-dichloropyrazolo [1,5-a] pyrimidine (3.20 g, 17.0 mmol) in 10 mL of N, N-dimethylformamide,The reaction solution was slowly raised to room temperature and heated to 60 C for 8 hours.The reaction solution was poured into ice water, a solid was precipitated, and the crude product was filtered and dried.The crude product was recrystallized from isopropanol to obtain 4.10 g of 5-chloro-N- [2- (isopropylsulfonyl) phenyl] pyrazolo [1,5-a] pyrimidin-7-amine (c),The yield was 68.7%.

While traditionally a conservative industry, chemical producers will need to modernize their PR strategies to stay relevant.we look forward to future research findings about 57489-77-7, 5,7-Dichloropyrazolo[1,5-a]pyrimidine.

Reference:
Patent; Liaoning University; Liu Ju; Shi Jiantao; Chen Ye; Ding Shi; Wang Yang; Gong Yilin; Wang Zhen; Li Jie; (16 pag.)CN110483526; (2019); A;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

The major producers of chemicals have been the Europe, Japan and China. Due to the growing call for a cleaner, greener environment, people will have to find innovative ways to maintain their relevance. Here is a compound 175791-49-8, name is 5-Bromo-7H-pyrrolo[2,3-d]pyrimidine. This compound has unique chemical properties. The synthetic route is as follows. name: 5-Bromo-7H-pyrrolo[2,3-d]pyrimidine

[00303] Step 1: Synthesis of 5-bromo-7-(methylsulfonyl)-7H-pyrrolo[2,3-d]pyrimidine. To a solution of 5-bromo-7H-pyrrolo[2,3-d]pyrimidine (or any other suitable aromatic halide, 1 mmol) in DMF (5 mL) was added NaH (43 mg, 60%, 1.1 mmol) at 0oC, After 5 min., MsCl* (114 mg, 1.0 mmol) was added and the mixture was stirred at 0oC for 1h. The mixture was diluted with EtOAc (20 mL), successively washed with water (20 mL) and brine (20 mL). The organic layer was dried over Na2SO4, filtered and concentrated. The residue was purified by chromatographic column on silicagel to give 5-bromo-7-(methylsulfonyl)- 7H- pyrrolo[2,3-d]pyrimidine (265 mg, 95% yield). ESI- LCMS (m/z): 275.9 [M+1]+.[00304] *Alternatively, other alkylating, acylating, carbamoylating, or sulfonylating agents can be employed is similar manner.

With the rapid development of chemical substances, we look forward to future research findings about 175791-49-8.

Reference:
Patent; EPIZYME, INC.; CHESWORTH, Richard; MORADEI, Oscar, Miguel; SHAPIRO, Gideon; JIN, Lei; BABINE, Robert, E.; (495 pag.)WO2016/44641; (2016); A2;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

With the rapid development and complex challenges of chemical substances, the synthesis of new drugs is usually one of the most effective ways to increase yield.5018-38-2, name is 4,6-Dichloro-5-methoxypyrimidine, molecular formula is C5H4Cl2N2O, molecular weight is 179, as common compound, the synthetic route is as follows.Recommanded Product: 4,6-Dichloro-5-methoxypyrimidine

To a solution of 4-hydroxyphenylethylamine hydrochloride (300 mg) in Nu,Nu-dimethyl formamide (DMF, 5 mL) was added diisopropylethylamine (355 mg, 2 equiv.). The solution was stirred for 5 min before the addition of 4,6-dichloro-5-methoxypyrimidine (249 mg, 1 equiv.). The reaction mixture was then stirred for 16 h at room temperature before it was concentrated in vacuo. The residue was dissolved in DMF (10 mL) and was stirred with sodium hydride (66 mg, 2.2 equiv.) for 20 min at room temperature. Another portion of 4,6-dichloro-5-methoxypyrimidine (269 mg, 1 .2 equiv.) was introduced into the reaction mixture, which was then left to stir at room temperature for 48 h. The DMF was then removed in vacuo and the product was purified by flash silica column chromatography to afford 178 mg (31 % yield) of the product as a white solid.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,5018-38-2, 4,6-Dichloro-5-methoxypyrimidine, and friends who are interested can also refer to it.

Reference:
Patent; BASF SE; BASF SCHWEIZ AG; GRAMMENOS, Wassilios; CRAIG, Ian Robert; BOUDET, Nadege; MUeLLER, Bernd; DIETZ, Jochen; LAUTERWASSER, Erica May Wilson; LOHMANN, Jan Klaas; MONTAG, Jurith; WO2013/113863; (2013); A1;,
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Pyrimidine – Wikipedia

Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps,and cheap raw materials. 4316-94-3, name is 6-Chloro-5-nitropyrimidin-4-amine. A new synthetic method of this compound is introduced below., Computed Properties of C4H3ClN4O2

4-Amino-5-nitro-6- chloropyrimidine (5.0 g, 29 mmol), 4-(l-aminoethyl)phenol (4.3 g, 32 mmol) and Et3N (4.5 mL, 3.2 g, 32 mmol) were combined in anhydrous DMF (30 mL). After stirring 2 h at 25 0C, the mixture was poured into dilute citric acid (150 mL; pH ca. 3) and the precipitated product was collected by suction filtration and washed with H2O. The solid was recrystallized from a refluxing mixture Of H2O (100 mL) and EtOH (50 mL) to yield 6.6 g (84%).

If you are interested in these compounds, you can also browse my other articles.Thank you for taking the time to read this article. I hope you enjoyed it, 4316-94-3, 6-Chloro-5-nitropyrimidin-4-amine.

Reference:
Patent; DOW AGROSCIENCES LLC; BREWSTER, William; DEMETER, David; ERICKSON, W.; LOWE, Christian; KLITTICH, Carla; NUGENT, Jaime; RIEDER, Brent; SIDDALL, Thomas; YAO, Chenglin; YERKES, Carla; ZHU, Yuanming; WO2011/25505; (2011); A1;,
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Pyrimidine – Wikipedia