Pyrimidines

Electric Literature of 32779-36-5, Adding some certain compound to certain chemical reactions, such as: 32779-36-5, name is 5-Bromo-2-chloropyrimidine,molecular formula is C4H2BrClN2, 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 32779-36-5.

Preparation of Compound A8:To a solution of compound A7 (50 g, 0.26 mol) in DCM (300 mL) was added NaI (80 g, 0.52 mol) at room temperature, then HI (75 g, 0.52 mol) was added. After stirred at 50 C. for 5 h, the mixture was poured into ice water and carefully neutralized by addition of solid sodium bicarbonate until mixture became colorless. Then the mixture was extracted with DCM (2¡Á200 mL). The organic layer was dried over Na2SO4, filtered and concentrated to afford compound A8 (60 g, yield: 81%) as white solid.1H NMR (400 MHz, CDCl3): delta: 8.54 (s, 2H).

According to the analysis of related databases, 32779-36-5, the application of this compound in the production field has become more and more popular.

Reference:
Patent; TRIUS THERAPEUTICS, INC.; US2012/238751; (2012); A1;,
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Related Products of 22536-63-6, 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 22536-63-6, name is 2-Chloro-4-methoxypyrimidine. This compound has unique chemical properties. The synthetic route is as follows.

2-Chloro-4-methoxy-pyrimidine (1.09 grams, 7.51 mmol) and (5-amino-pentyl)- carbamic acid tert-butyl ester (1.52 grams, 7.51 mmol) and diisopropylethylamine (6.54 ml, 37.6 mmol) were combined in sec-butanol (10 ml) and heated to 160 0C by microwave irradiation for 20 minutes. The reaction mixture was diluted with EtOAc and washed with saturated sodium bicarbonate, brine, dried over sodium sulfate, filtered and concentrated. The crude residue was purified by column chromatography on silica (5% MeOH/DCM) to yield Compound 6.1 (0.459 grams, 1.48 mmol, 20%). IH NMR (400 MHz, MeOH-d4) delta ppm 1.26 (m, 2 H) 1.31 (m, 9 H) 1.39 (m, 2 H) 1.50 (m, 2 H) 2.92 (m, 2 H) 3.22 (m, 2 H) 3.76 (m, 3 H) 5.87 (m, 1 H) 7.78 (m, 1 H).

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 22536-63-6, 2-Chloro-4-methoxypyrimidine.

Reference:
Patent; SUNESIS PHARMACEUTICALS; BIOGEN IDEC, INC.; WO2008/5457; (2008); A2;,
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Pyrimidine – Wikipedia

Electric Literature of 933-80-2 ,Some common heterocyclic compound, 933-80-2, molecular formula is C5H7ClN4, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc., below Introduce a new synthetic route.

Step 2: A solution of 6-chloro-2-methylpyrimidine-4,5-diamine (474 mg, 3.0 mmol ) in trimethoxymethane (15 mL) was heated to reflux overnight. The reaction mixture was concentrated and water was added, extracted with EtOAc. The organic layer was separated and washed with water and brine, dried over a2S04 and concentrated. Purification by a flash column chromatography (0-30% EtOAc in petroleum ether) gave 6-chloro-2-methyl-9H- purine (250 mg, 50% yield). LC-MS: m/z 169 (M+H)+.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,933-80-2, its application will become more common.

Reference:
Patent; MITOKININ LLC; DE ROULET, Daniel; DEVITA, Robert; WO2015/123365; (2015); A1;,
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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. 58347-49-2, name is 7-Chloropyrazolo[1,5-a]pyrimidine. A new synthetic method of this compound is introduced below., Formula: C6H4ClN3

A solution of 7-chloropyrazolo[l,5-ajpyrimidine (0.1 g, 0.651 mmol), 5- bromo-2-fluoronicotinonitrile (prepared as described in Example 487) (0.131 g, 0.651 mmol) and 1,1,1,2,2,2-hexamethyldistannane (0.213 g, 0.651 mmol) in 1,4- dioxane (2 mL) was purged with nitrogen gas forlO mm. Pd (Ph3P)4 (0.075 g, 0.065mmol) was added to the reaction mixture and the solution was purged with nitrogen gas again for 10 mm. The reaction mixture was heated in a microwave at 150 C forh. The reaction mixture was concentrated and the residue obtained was dissolved in ethyl acetate (20 mL) and water (20 mL). The biphasic mixture was filtered through diatomaceous earth (Diatomaceous earth) and the bed was washed withethyl acetate (25 mL). The ethyl acetate layer was separated, dried over Na2SO4, filtered, and concentrated under reduced pressure to afford a brown colored solid. The solid was purified by silica gel chromatography (0-40% EtOAc in pet ether) to afford 2-fluoro-5 -(pyrazolo [1,5 -aj pyrimidin-7-yl)nicotinonitrile (0.032 g, 0.134 mmol, 21% yield) as a light-yellow color solid. LCMS (ESI) m/e 239.0 [(M), calcdfor C12H6FN5 239.11; LC/MS retention time (Method Al): tR = 2.33 mm.

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, 58347-49-2, 7-Chloropyrazolo[1,5-a]pyrimidine.

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; BRONSON, Joanne J.; CHEN, Ling; DITTA, Jonathan L.; DZIERBA, Carolyn Diane; JALAGAM, Prasada Rao; LUO, Guanglin; MACOR, John E.; MAISHAL, Tarun Kumar; NARA, Susheel Jethanand; RAJAMANI, Ramkumar; SISTLA, Ramesh Kumar; THANGAVEL, Soodamani; (318 pag.)WO2017/59080; (2017); A1;,
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Reference of 3001-72-7, 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. 3001-72-7, name is 2,3,4,6,7,8-Hexahydropyrrolo[1,2-a]pyrimidine. A new synthetic method of this compound is introduced below.

In a carbon dioxide atmosphere, 0.2 mmol of 1,3-butadiyne 1f, 0.2 mmol of cesium carbonate, 0.6 mmol of DBN, 20mul of water, and 2 mL of acetonitrile were successively added to a Schlenk reaction tube, and the mixture was heated at 80 C in IKA and stirred for 24 hours. After the reaction was completed, the reaction mixture was cooled to room temperature, and the reaction mixture was transferred with 20 mL of ethyl acetate. The reaction mixture was filtered under reduced pressure and purified by column chromatography to give the desired product 3f (46%).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,3001-72-7, its application will become more common.

Reference:
Patent; Henan Normal University; Liu Jianming; Yue Yuanyuan; Yan Xuyang; Zhao Shufang; (11 pag.)CN107954979; (2018); A;,
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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. 271-70-5, name is 7H-Pyrrolo[2,3-d]pyrimidine, molecular formula is C6H5N3, 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. SDS of cas: 271-70-5

General procedure: Procedure C: A solution of 4-methyl-7H-pyrrolo[2,3-d]pyrimidine (1, 0.4 g, 3.0 mmol), 5-bromo-2-(4-methoxybenzyl) isoindolin-1-one (2, 1.0 g, 4.5 mmol) and potassium phosphate (1.91 g, 9.0 mmol) in 1, 4-dioxane (15 ml) was degassed with nitrogen for 10 min. Copper (I) iodide (0.28 g, 1.5 mmol) and trans-1, 2-diaminocyclohexane (0.17 g, 1.5 mmol) were added and the reaction was refluxed at 90 C. for 16 h. Progress of the reaction was monitored by TLC. After completion, solvent was removed under reduced pressure. The reaction mixture was diluted with water and extracted twice with ethyl acetate. The organic layer was separated, dried over sodium sulphate, filtered and concentrated under reduced pressure to afford 2-(4-methoxybenzyl)-5-(4-methyl-7H-pyrrolo [2, 3-d] pyrimidin-7-yl) isoindolin-1-one (3) as a yellow solid. Yield: 0.55 g, 47%;

With the rapid development of chemical substances, we look forward to future research findings about 271-70-5.

Reference:
Patent; EFFECTOR THERAPEUTICS, INC.; Sprengeler, Paul A.; Reich, Siegfried H.; Ernst, Justin T.; Webber, Stephen E.; (55 pag.)US2017/121339; (2017); A1;,
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Electric Literature of 32779-37-6, 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.32779-37-6, name is 2,5-Dibromopyrimidine, molecular formula is C4H2Br2N2, molecular weight is 237.88, as common compound, the synthetic route is as follows.

5.4 A mixture of 1.06 g (5.85 mmol) trans-4-(4-Methylamino-cyclohexyl)-but-3-yn-1-ol, 1.67 g (7.02 mmol) of 2,5-dibromo-pyrimidine [Brown, Desmond J.; Arantz, B. W., Pyrimidine reactions. XXII. Relative reactivities of corresponding chloro-, bromo-, and iodopyrimidines in aminolysis. J. Chem. Soc. C (1971), Issue 10, 1889-91] and 3.38 ml (19.88 mmol) N-ethyldiisopropylamine were heated for 2 h at 85 C., diluted with 1 ml DMA and heated for 3.5 h at 85 C. The reaction was cooled, evaporated and partitioned between aqueous saturated NaHCO3/Et2O (3*). The organic phases were washed with aqueous 10% NaCl, dried (NaSO4) and evaporated. Flash chromatography on silica gel (hexane/EtOAc 9:1 to 1:1) gave 1.37 g (69%) of trans-4-{4-[(5-Bromo-pyrimidin-2-yl)-methyl-amino]-cyclohexyl}-but-3-yn-1-ol, MS: 338 (MH+, 1Br).

Statistics shows that 32779-37-6 is playing an increasingly important role. we look forward to future research findings about 2,5-Dibromopyrimidine.

Reference:
Patent; Ackermann, Jean; Aebi, Johannes; Dehmlow, Henrietta; Maerki, Hans-Peter; Morand, Olivier; US2003/186984; (2003); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 1195768-23-0, N-(3-(2-(tert-Butyl)-5-(2-chloropyrimidin-4-yl)thiazol-4-yl)-2-fluorophenyl)-2,6-difluorobenzenesulfonamide, 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, 1195768-23-0, blongs to pyrimidines compound. SDS of cas: 1195768-23-0

A suspension of N-(3-(2-(tert-butyl)-5-(2-chloropyrimidin-4-yl)thiazol-4-yl)-2- fluorophenyl)-2,6-difluorobenzenesulfonamide (50.0mg, 0.092mmol) and aniline (9.0mg, 0.097mmol) in iPrOH (lmL), in presence of catalytic concentrated HC1, was stirred at 100C for lh, then at 80C overnight. The mixture was concentrated under reduced pressure. The residue was partitioned between EtOAc and saturated aqueous sodium bicarbonate. The organic layer was washed with brine, dried over sodium sulphate, filtered and the filtrate was concentrated under vacuum. Purification by flash chromatography on silica gel (cHex-EtOAc, 1/0 to 0/1) afforded the title compound 1 (40mg, 72%). lU NMR (CDC13): 8.09 (d, 1H, J = 5.2 Hz); 7.84 (bs, 1H); 7.72 (m, 1H); 7.48 (d, 2H, J = 7.7Hz); 7.44-7.36 (m, 3H); 7.29 (t, 2H, J = 7.5Hz); 7.24 (t, 1H, J = 7.3Hz); 7.02 (t, 1H, J = 7.7Hz); 6.92 (t, 2H, J = 8.7Hz); 6.28 (d, 1H, J = 5.2Hz); 1.48 (s, 9H). LC/MS (ES+): 596.2 (M+l).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,1195768-23-0, its application will become more common.

Reference:
Patent; CELLIPSE; PRUDENT, Renaud; PAUBLANT, Fabrice; (74 pag.)WO2018/55097; (2018); A1;,
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Reference of 583878-42-6, Adding some certain compound to certain chemical reactions, such as: 583878-42-6, name is Ethyl 4-chloro-6-methyl-2-(methylthio)pyrimidine-5-carboxylate,molecular formula is C9H11ClN2O2S, 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 583878-42-6.

To a solution of Intermediate III-A1 (400 mg, 1 mmol) dissolved in MeOH (4 mL) was added conc. HCl (4 mL) . The resulting mixture was concentrated at 50 to dryness. The residue was dissolved in n-BuOH (20 mL) , and then added DIEA (1 mL) and ethyl 4-chloro-6-methyl-2- (methylthio) pyrimidine-5-carboxylate (246 mg, 1 mmol) . The mixture was stirred at rt. for 2h, and then concentrated to remove the solvent. The residue was purified by flash column chromatography to afford the title compound as a solid (500 mg) . Yield: 97.8. MS (ESI) : calcd. value for C24H23ClN6O3S is 510.12, m/z measured value is 511.1 (M+1)+.

In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles. 583878-42-6, Ethyl 4-chloro-6-methyl-2-(methylthio)pyrimidine-5-carboxylate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; HUTCHISON MEDIPHARMA LIMITED; SU, Wei-Guo; DAI, Guangxiu; JIA, Hong; ZHANG, Zhulin; WENG, Jianyang; VENABLE, Jennifer Diane; BEMBENEK, Scott Damian; CHAI, Wenying; MEDUNA, Steven Paul; KEITH, John Matthew; ECCLES, Wendy; LEBSACK, Alec Donald; JONES, William Moore; SMITH, Russell Christopher; (195 pag.)WO2016/119707; (2016); A1;,
Pyrimidine | C4H4N2 – PubChem,
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Application of 14080-59-2 ,Some common heterocyclic compound, 14080-59-2, molecular formula is C6H3ClN2S, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc., below Introduce a new synthetic route.

Examples 308 and 309 Synthesis of 6-bromo-4-chlorothieno[2,3-d]pyrimidine and 6-bromo-2-butyl-4-chlorothieno[2,3-d]pyrimidine n-BuLi (1.6 M in hexane, 1.9 ml, 2.5 mmol) in THF (8 ml) was cooled to -78 C. 4-Chlorothieno[2,3-d]pyrimidine (0.34 g, 2.0 mmol) was dissolved in THF (2 ml) and slowly added to the reaction mixture over 5 minutes. After 20 min, CBr4 (0.73 g, 2.2 mmol) in THF (3 ml) was slowly added to the reaction mixture. The temperature was maintained at -78 C. for 20 minutes and then warmed to room temperature for 2 hours. The mixture was poured into water and extracted with chloroform, dried over sodium sulfate, and concentrated in vacuo. The crude residue was purified by silica gel chromatography (EtOAc/hexane 40:1) to yield two pure compounds a white solid (example 203: 0.13 g, 25% and example 204: 0.16 g, 26%).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,14080-59-2, its application will become more common.

Reference:
Patent; KATHOLIEKE UNIVERSITEIT LEUVEN, K.U.LEUVEN R&D; De Jonghe, Steven; Gao, Ling-Jie; Herdewijn, Piet; Herman, Jean; Jang, Miyeon; Leyssen, Pieter; Louat, Thierry; Neyts, Johan; Pannecouque, Christophe; Vanderhoydonck, Bart; US2013/190297; (2013); A1;,
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