Category: pyrimidines

Synthetic Route of 10320-42-0, 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 10320-42-0, name is 2-Chloro-5-nitropyrimidine. This compound has unique chemical properties. The synthetic route is as follows.

first step:A dry 50 mL reaction jar was vacuumed three times with nitrogen.After adding N-methylaniline (107 mg, 1.0 mmol, 1.0 equiv) to the reaction jar,Add 10.0 mL of dried acetonitrile and stir until N-methylaniline is completely dissolved.Then 2-chloro-5-nitropyrimidine (0.1593 g, 1.0 mmol, 1.0 equiv) was added to the reaction flask.The entire mixture was reacted under nitrogen pressure for 4-5 hours.The reaction detects the progress of the reaction by TLC.The reaction can be stopped if it is detected that all the aniline is completely reacted.The experimental treatment is to drain the solution in the reaction;The solute in the reaction flask was dissolved with ethyl acetate.And transferred to a 100 mL round bottom flask,Add 2 mL (200-300 mesh) of silica gel to the round bottom flask for spin-drying (petroleum ether and acetic acid B)Ester) over silica gel in the column.The intermediate product was pale yellow crystals N-methyl-5-nitro-N-phenylpyrimidin-2-amine (197 mg, 86% yield).

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 10320-42-0, 2-Chloro-5-nitropyrimidine.

Reference:
Patent; Jinan University; Feng Pengju; Chen Tianfeng; Chen Junfeng; Huang Yifeng; (25 pag.)CN108148005; (2018); A;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 49721-45-1, Pyrimidine-4,5,6-triamine sulfate, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound, Computed Properties of C4H9N5O4S, blongs to pyrimidines compound. Computed Properties of C4H9N5O4S

EXAMPLE 2 4-Amino-7-(3-chlorophenyl)pteridine To a suspension of 5.2 g. of selenous acid in 40 ml. of dioxane was added 3.09 g. of m-chloroacetophenone. The mixture was refluxed for 4 hours, filtered and the filtrate was evaporated to dryness. A hot suspension of 3.90 g. of this glyoxal in 15 ml. of ethanol was added to a stirred suspension of 3.26 g. of 4,5,6-triaminopyrimidine sulfate and the condensation product was worked up as in Example 1 to produce 1.6 g. of 4-amino-7-(3-chlorophenyl)pteridine, melting at 260-4 degrees C. This compound was tested at 100 mg/kg by the procedure of Example 1, giving the excretion rates shown in Table I.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,49721-45-1, Pyrimidine-4,5,6-triamine sulfate, and friends who are interested can also refer to it.

Reference:
Patent; Abbott Laboratories; US4187307; (1980); A;,
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Pyrimidine – Wikipedia

Related Products of 461-98-3, 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.461-98-3, name is 2,6-Dimethylpyrimidin-4-amine, molecular formula is C6H9N3, molecular weight is 123.16, as common compound, the synthetic route is as follows.

The mixture of 4-bromo-7-fluoro-2-(2,6-dichlorophenyl)-lH-imidazo[4,5-c]pyridine (50 mg, 0.14 mmol), 2,6-dimethylpyrimidine-2 -amine (22 mg, 0.18 mmol), Pd2(dba)3 (4 mg, 0.0040 mmol), XantPhos (2 mg, 0.002 mmol), Cs2C03 (90 mg, 0.28 mmol) in 1,4-Dioxane (10 mL) and DME (2 mL) was degassed with N2 for 1 min. The resulting mixture was irradiated in a microwave reactor at 170 C for 2 hrs and cooled to room temperature. The mixture was filtered with Celite and the filtrate was concentrated and purified by prep-HPLC (Gilson GX 281, Shim-pack PRC-ODS 250 mm x 20 mm x 2, gradient: CH3CN / 10 mm/L NH4HCO3, 17 min) to give the desired product (27 mg, yield: 48%). ¾ NMR (DMSO- 6, 500 MHz): delta 8.30 (d, J = 6.0 Hz, 1H), 7.95 (s, 1H), 7.61 (m, 4H), 2.39 (s, 3H), 2.34 (s, 3H). LC-MS(ESI) m/z: 404.4 [M+H+].

Statistics shows that 461-98-3 is playing an increasingly important role. we look forward to future research findings about 2,6-Dimethylpyrimidin-4-amine.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; LAI, Yingjie; LIANG, Jun; MAGNUSON, Steven R.; TSUI, Vickie H.; ZHANG, Birong; ROBARGE, Kirk; WO2011/113802; (2011); A2;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Reference of 696-07-1, 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. 696-07-1, name is 5-Iodouracil. A new synthetic method of this compound is introduced below.

General procedure: To a solution of 5-iodopyrimidine (0.84 mmol) in anhydrous DMF (7 mL) were added the terminal alkyne (2.5 mmol), Pd(PPh3)4 (0.08 mmol), CuI (0.08 mmol) and Et3N [or (iPr)2EtN] (1.68 mmol). Method A: The reaction mixture was stirred at room temperature overnight. The extent of the reaction was monitored by TLC and the solvent was evaporated in vacuo and the residue purified by column chromatography (initial eluent CH2Cl2, then CH2Cl2/MeOH = 40:1) to afford 1-10a and 1-6b. Method B: The synthesis was carried out at 50 C for 30 min under microwave irradiation (300 W, 1 bar, Milestone start S microwave oven). Purification by column chromatography (initial eluent CH2Cl2, then CH2Cl2/MeOH = 40:1) afforded compounds 1-10a and 1-6b.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,696-07-1, its application will become more common.

Reference:
Article; Kraljevi?, Tatjana Gazivoda; Bistrovi?, Andrea; Dedi?, Matea; Paveli?, Sandra Kraljevi?; Sedi?, Mirela; Rai?-Mali?, Silvana; Tetrahedron Letters; vol. 53; 38; (2012); p. 5144 – 5147;,
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Pyrimidine – Wikipedia

Related Products of 6299-25-8, In the chemical reaction process,reaction time,type of solvent,can easily affect the result of the reaction, thereby determining the yield and properties of the reaction product.An updated downstream synthesis route of 6299-25-8 as follows.

LDA (2M in THF/n-heptane/ethylbenzene) (3.72 ml_, 28.2 mmol) was added dropwise to a solution of commercially available 4,6-dichloro-2-methylsulfanyl-pyrimidine (5 g, 25.63 mmol) in anhydrous THF (30 ml_) at -78 C under a nitrogen atmosphere and the mixture stirred for 1 hour. Ethyl chloroformate (2.7 ml_, 28.24 mmol) was added via syringe and the mixture stirred at -78 C for a further 2 hours and then allowed to warm to room temperature. The reaction was quenched by addition of saturated aqueous ammonium chloride solution (50 ml_) and extracted with EtOAc (2 x 50 ml_). The combined organic portions were dried over MgSCU and the solvent removed in vacuo. Purification by column chromatography on silica eluting with a gradient of 1 to 2% EtOAc in petrol afforded the titled compound as a yellow solid. (1376) LC-MS (Method 3B): Rt 2.52 mins; MS m/z N/A [does not ionise] (1377) 1 H NMR (500 MHz, Chloroform-d) d 4.45 (q, J = 7.1 Hz, 2H), 2.58 (s, 3H), 1.41 (t, J = 7.1 Hz, 3H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,6299-25-8, its application will become more common.

Reference:
Patent; ADORX THERAPEUTICS LIMITED; MCCARTHY, Clive; MACLEOD, Calum; MOULTON, Ben; LENAGH-SNOW, Gabriel; (190 pag.)WO2019/122932; (2019); A1;,
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Pyrimidine – Wikipedia

Synthetic Route of 1231930-42-9, 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. 1231930-42-9, name is 6-(2-Chloro-5-fluoropyrimidin-4-yl)-4-fluoro-1-isopropyl-2-methyl-1H-benzo[d]imidazole, molecular formula is C15H13ClF2N4, 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.

110 mg of 2-methoxy-4-(4-tert-butoxycarbonylpiperazin-1-yl)-5-nitroaniline under nitrogen,103 mg of 6-(2-chloro-5-fluoropyrimidin-4-yl)-4-fluoro-1-isopropyl-2-methyl-1H-benzo[d]imidazole, 88 mg of Pd2 (dba)3 ,80 mg of BINAP and 203 mg of Cs2CO3 were dissolved in 20 ml of 1,4-dioxane, and the mixture was heated at 140 C for 3 h.The insoluble matter in the reaction liquid was cooled and filtered, and the filter cake was washed with dichloromethane, and the filtrate was evaporated to dryness under reduced pressure.5-Fly-4-(4-fluoro-1-isopropyl-2-methyl-1H-benzo[d]imidazol-6-yl)-N-(2-methoxy-4-(4) – tert-Butoxycarbonylpiperazin-1-yl)-5-nitrophenyl)pyrimidin-2-amine 240 mg as a tan solid.

According to the analysis of related databases, 1231930-42-9, the application of this compound in the production field has become more and more popular.

Reference:
Patent; WISDRUG INNOCATION PHARMACY RES BEIJING CO LTD; Wentao Chuangxin Pharmaceutical (Beijing) Co., Ltd.; ZHU XIZHEN; Zhu Xizhen; DENG CHENGJUN; Deng Chengjun; ZHOU ZHONGXIANG; Zhou Zhongxiang; (17 pag.)CN107827875; (2018); A;,
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.163622-50-2, name is 5-Iodo-7H-pyrrolo[2,3-d]pyrimidin-4-amine, molecular formula is C6H5IN4, molecular weight is 260.04, as common compound, the synthetic route is as follows.category: pyrimidines

General procedure: Compound 6 (3.85 mmol), Pd(PPh3)4 (0.077 mmol), CuI (0.77 mmol), AmberliteIR-67, ethynylbenzene or 4-ethylphenylacetylene (4.6 mmol) in 30 mL of THF was heated for 30 min at 120 C in the microwave. After cooling to ambient temperature, the reaction mixture was filtered through a pad of Celite. The solvent was removed in vacuo, and the crude product was purified by flash column chromatography on silica gel (DCM/MeOH= 30/1) to give compound 7i or 7ii as a yellow solid.19 To a solution of 7i or 7ii (7.16 mmol) in DMF (20 mL) was added potassium carbonate (8.6 mmol) followed by 4-bromo-1-butene (8.6 mmol). After stirring at 30 C for 6 h, EtOAc (300 mL) was then added and the solution was washed three times with water. The combined organic phase was dried over Na2SO4 and concentrated. The residue was subjected to column chromatography on silica gel (DCM/MeOH= 30:1) to give compound 8i (83%) or 8ii (~56% yield over two steps). For 8i: Yellow solid; 1H NMR (300 MHz, CDCl3) delta 8.31 (s, 1H), 7.51 – 7.49 (m, 2H), 7.43 – 7.33 (m, 3H), 7.22 (s, 1H), 5.90 (s, 2H), 5.79 – 5.72 (m, 1H), 5.08 (t, J = 16.2, 10.8 Hz, 2H), 4.26 (t, J = 7.2 Hz, 2H), 2.60 (q, J = 6.9 Hz, 2H); For 8ii: Yellow solid; 1H NMR (300 MHz, CDCl3) delta 8.31 (s, 1H), 7.43 (d, J = 7.8 Hz, 2H), 7.20 – 7.18 (m, 3H), 5.92 (s, 2H), 5.82 – 5.73 (m, 1H), 5.17 (t, J =17.1, 9.9 Hz, 2H), 4.24 (t, J = 6.9 Hz, 2H), 2.75 – 2.52 (m, 4H), 1.24 (t, J = 7.5 Hz, 3H).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,163622-50-2, 5-Iodo-7H-pyrrolo[2,3-d]pyrimidin-4-amine, and friends who are interested can also refer to it.

Reference:
Article; Wang, Chengyan; Liu, Hongchun; Song, Zilan; Ji, Yinchun; Xing, Li; Peng, Xia; Wang, Xisheng; Ai, Jing; Geng, Meiyu; Zhang, Ao; Bioorganic and Medicinal Chemistry Letters; vol. 27; 11; (2017); p. 2544 – 2548;,
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Application of 2240-25-7, 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. 2240-25-7, name is 4-Amino-5-bromopyrimidin-2(1H)-one, molecular formula is C4H4BrN3O, 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.

5-bromocytosine (95g, 0.5 mol), saturated sodium carbonate solution 200mL, 100 mL of dioxane was added the reaction flask was cooled to 10-15 °C dropwise loading fluorenylmethoxycarbonyl chloride (155.2g, 0.6mol mixed solu tion) and I00mL dioxane, the addition was complete, the reaction was warmed to room temperature and 3h, filtered, and the filter cake water (50mLX 2) washing and drying to give N- Fmoc-5-bromocytosine (196.7g , 95.4percent).

According to the analysis of related databases, 2240-25-7, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Zhejiang Xianfeng Technologies Co., Ltd; CHEN, XIAOPING; YAO, FUYOU; LU, WEI; XIAO, MUJIE; GAO, FEIFEI; (6 pag.)CN103819412; (2016); B;,
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. 74840-38-3, name is Ethyl 5-bromo-2-(methylthio)pyrimidine-4-carboxylate. A new synthetic method of this compound is introduced below., Recommanded Product: Ethyl 5-bromo-2-(methylthio)pyrimidine-4-carboxylate

Step 2: 5-Bromo-2-(2-methoxy-ethylamino)-pyrimidine-4-carboxylic acid ethyl ester2-Methoxyethylamine (0.278 ml, 3.2 mmol) was added at room temperature to a solution of 5- bromo-2-methanesulfonyl-pyrimidine-4-carboxylic acid ethyl ester (0.2 g, 0.65 mmol) in dichloromethane (5 ml). Stirring was continued at 45 C for 2 hours. The solvent was evaporated and the crude product was purified by silica gel chromatography using an ethyl acetate/heptane eluent to yield the title compound as colorless oil (0.175 g, 89 %).MS: M = 304.2 (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, 74840-38-3, Ethyl 5-bromo-2-(methylthio)pyrimidine-4-carboxylate.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; BLEICHER, Konrad; FLOHR, Alexander; GROEBKE ZBINDEN, Katrin; KOERNER, Matthias; KUHN, Bernd; PETERS, Jens-Uwe; RODRIGUEZ SARMIENTO, Rosa Maria; VIEIRA, Eric; WO2011/89132; (2011); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Reference of 153435-63-3, In the chemical reaction process,reaction time,type of solvent,can easily affect the result of the reaction, thereby determining the yield and properties of the reaction product.An updated downstream synthesis route of 153435-63-3 as follows.

To a suspension of methyl 3-iodo-6-methyl-2-pyridinecarboxylate D44 (300 mg), CsF (329 mg, 2.166 mmol) and Pd(Ph3P)4 (50.0 mg, 0.043 mmol) in DMF (10 ml) stirred under nitrogen at room temperature was added 2-(tributylstannanyl)pyrimidine (480 mg, 1.299 mmol). The reaction mixture was stirred at 130 C. for 30 minutes at microwave Personal Chemistry. The reaction mixture was partitioned between EtOAc and aqueous NaHCO3 saturated solution the combined organic phases were dried to give the crude product which was purified by silica gel chromatography (SNAP KP-NH 55 g; Cy/EtOAc 15 column volumes from 100/0 to 70/30). Collected fractions were evaporated to obtain the title compound D45 (101 mg) as white solid. UPLC (Basic GEN_C): rt=0.56 minutes, peak observed: 230 (M+1). C12H11N3O2 requires 229. 1H NMR (400 MHz, DMSO-d6) delta ppm 8.92 (d, 2H), 8.49 (d, 1H), 7.44-7.63 (m, 2H), 3.75 (s, 3H), 2.57 (s, 3H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,153435-63-3, its application will become more common.

Reference:
Patent; ALVARO, Giuseppe; Amantini, David; Castiglioni, Emiliano; Di Fabio, Romano; Pavone, Francesca; US2010/144760; (2010); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia