Day: February 4, 2021

Application of 1211443-61-6, 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. 1211443-61-6, name is 2-Chloro-7-cyclopentyl-N,N-dimethyl-7H-pyrrolo[2,3-d]pyrimidine-6-carboxamide, molecular formula is C14H17ClN4O, 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.

General procedure: To a suspension of 2-chloro-7-cyclopentyl-N,N-dimethyl-7H-pyrrolo[2,3-d]pyrimidine-6-carboxamide (5) (586 mg, 2 mmol) in 20 mL 1,4-dioxane were added compound 3a-f, 3i-u(2 mmol), Pd(OAc)2 (11 mg, 0.05 mmol), BINAP (62 mg, 0.1 mmol) and Cs2CO3 (978 mg, 3 mmol) and the flask was purged with Ar. Then the flask was sealed and the mixture was heated for 12 h at 100. The reaction was cooled to rt, the solvent was removed under reduced pressure, and the residue was purified by silica gel column chromatography to obtain 4a-f, 4i-o, 4r-u.

According to the analysis of related databases, 1211443-61-6, the application of this compound in the production field has become more and more popular.

Reference:
Article; Li, Yongtao; Guo, Qingxiang; Zhang, Chao; Huang, Zhi; Wang, Tianqi; Wang, Xin; Wang, Xiang; Xu, Guangwei; Liu, Yanhua; Yang, Shengyong; Fan, Yan; Xiang, Rong; Bioorganic and Medicinal Chemistry Letters; vol. 27; 15; (2017); p. 3231 – 3237;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 55583-59-0, 2,5-Diamino-4,6-dichloropyrimidine, 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, category: pyrimidines, blongs to pyrimidines compound. category: pyrimidines

General Procedure 1.1 Preparation of 4-alkylamino-6-chloro-2,5-diamine-pyrimidine A suspension of 4,6-dichloro-pyrimidine-2,5-diamine (31.4 mmol), diisopropylethylamine (175 mmol), and R5R4-NH2 (29.5 mmol) in n-BuOH (300 ml), was heated to 115 C. for 6 hours. After removal of the solvent, EtOAc was added to the residue, and it washed with water, brine and dried with Na2SO4 and purified by flash chromatography to give the 4-Alkylamino-6-chloro-2,5-diamine-pyrimidine.; Example 1 6-chloro-N4-((4-methoxy-3,5-dimethylpyridin-2-yl)methyl)pyridine-2,4,5-triamine The title compound was prepared by condensation between 4,6-dichloro-pyrimidine-2,5-diamine and 2-aminomethyl-3,5-dimethyl-4-methoxy-pyridine according to the general procedure 1.1 HPLC 3.52 min. 1H-NMR (CDCl3): delta 8.24 (s, 1H), 7.12 (br s, 1H), 4.61 (s, 2H), 4.555 (d, 2H), 3.80 (s, 3H), 3.0 (s, 2H), 2.29 (s, 3H), 2.27 (s, 3H).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,55583-59-0, 2,5-Diamino-4,6-dichloropyrimidine, and friends who are interested can also refer to it.

Reference:
Patent; CONFORMA THERAPEUTICS CORPORATION; US2007/253896; (2007); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Electric Literature of 5399-92-8, Adding some certain compound to certain chemical reactions, such as: 5399-92-8, name is 4-Chloro-1H-pyrazolo[3,4-d]pyrimidine,molecular formula is C5H3ClN4, 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 5399-92-8.

General procedure: 3-substituted-1H-pyrazolo[3,4-d]pyrimidine(10 mmol) was dissolved in DMF (15 mL).1-tert-butoxycarbonylpiperazine (10.5 mmol), microwave reaction at 90 C for 20-30 min, the reaction is completed, the reaction solution is quenched with ice water (150 mL).The organic phase was extracted with aq. EtOAc (3¡Á30 mL). In addition to solvents,Purification by column chromatography (petroleum ether: ethyl acetate = 1:3) gave Intermediate 2

According to the analysis of related databases, 5399-92-8, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Zunyi Medical College; Yang Dezhi; Wang Beilei; Yuan Zeli; Linghu Lang; (11 pag.)CN108752351; (2018); A;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Reference of 14080-59-2, Adding some certain compound to certain chemical reactions, such as: 14080-59-2, name is 4-Chlorothieno[2,3-d]pyrimidine,molecular formula is C6H3ClN2S, 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 14080-59-2.

A solution of 4-chlorothieno[2,3-d]pyrimidine (450 mg, 2.64 mmol) in hydrazine (5 mL, 98%) was stirred at 80 C. for 2 h. The solid was filtered and washed by 2 mL water. The solid was collected and dried to afford 4-hydrazinylthieno[2,3-d]pyrimidine, 142a (400 mg, 91.3% yield) as a white solid. LCMS (ESI) m/z M+1: 166.9.

According to the analysis of related databases, 14080-59-2, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Janssen Biotech, Inc.; Lu, Tianbao; Allison, Brett Douglas; Barbay, Joseph Kent; Connolly, Peter J.; Cummings, Maxwell David; Diels, Gaston; Edwards, James Patrick; Kreutter, Kevin D.; Philippar, Ulrike; Shen, Fang; Thuring, Johannes Wilhelmus John Fitzgerald; Wu, Tongfei; (412 pag.)US2018/170909; (2018); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Application of 90213-66-4, 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 90213-66-4, name is 2,4-Dichloro-7H-pyrrolo[2,3-d]pyrimidine. This compound has unique chemical properties. The synthetic route is as follows.

To a solution of 2,4-dichloro-7H-pyrrolo[2,3-d]pyrimidine (500 mg, 2.66 mmol) in DMF (5 mL) was added NaH (120 mg, 2.93 mmol, 60%) at 0 C, and the mixture was stirred at this temperature for 30 mm. Then paratoluensulfonyl chloride (608 mg, 3.19 mmol) was added to the mixture, and the resulting mixture was stirred at rt overnight. To the reaction mixture was added water (50 mL) to quench the reaction, and the resulting mixture was partitioned. The aqueous layer was extracted with ethyl acetate (50 mL x 2). The combined organic layers were washed with saturated brine (80 mL), dried over anhydrous sodium sulfate and filtered. The filtrate was concentrated in vacuo and the residue was purified by silica gel column chromatography (PE/EtOAc (v/v) = 10/1) to give the title compound as a yellow solid (780 mg, 86 %).MS (ESI, pos. ion) m/z: 343.90 [M+H]+1H NMR (400 MHz, CDC13) (ppm): 8.13 (d, J = 8.3 Hz, 2H), 7.77 (d, J = 4.0 Hz, 1H), 7.38 (d, J = 8.2 Hz, 2H), 6.70 (d, J = 4.0 Hz, 1H), 2.45 (s, 3H).

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 90213-66-4, 2,4-Dichloro-7H-pyrrolo[2,3-d]pyrimidine.

Reference:
Patent; SUNSHINE LAKE PHARMA CO., LTD.; ZHANG, Yingjun; REN, Qingyun; TANG, Changhua; LIN, Xiaohong; YIN, Junjun; YI, Kai; (270 pag.)WO2017/97234; (2017); A1;,
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. 33089-15-5, name is 4-Chloro-2-(methylthio)pyrimidine-5-carbonitrile. A new synthetic method of this compound is introduced below., Product Details of 33089-15-5

DIPEA (0.00026 mol) was added to a solution of 4-chloro-2-(methylthio)-5- pyrimidinecarbonitrile (0.00013 mol) and intermediate 17 (0.00014 mol) in 2-propanol (q.s.) and then the reaction mixture was stirred overnight at 600C. LCMS monitoring indicated slow progression and the reaction had to be brought to 800C for 27 hours to effect completion. Next, the solvent was evaporated, yielding intermediate 18 (used as such in the next reaction step). In another run intermediate 18 was isolated in 30% yield following reversed phase HPLC (NH4OAc buffer), mp. 116.7- 118.2 0C.

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, 33089-15-5, 4-Chloro-2-(methylthio)pyrimidine-5-carbonitrile.

Reference:
Patent; JANSSEN PHARMACEUTICA N.V.; WO2006/61415; (2006); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Synthetic Route of 935534-47-7, 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. 935534-47-7, name is 5-Bromo-4-(trifluoromethyl)pyrimidin-2-amine. A new synthetic method of this compound is introduced below.

Synthesis of 5-(4,4,5,5-tetramethyl(l,3,2-dioxaborolan-2-yl))-4- (trifluoromethyl)pyrimidine-2-ylamine[0095] To a dry 500 mL flask was added 5-bromo-4-(trifluoromethyl)-2-pyrimidylamine (10.1 g, 41.7 mmol), potassium acetate (12.3 g, 125.2 mmol), 4,4,5,5-tetramethyl-2-(4,4,5,5- tetramethyl-l ,3,2-dioxaborolan-2-yl)-l,3,2-dioxaborolane (11.6 g, 45.9 mmol) and dioxane (150 mL). Argon was bubbled through the solution for 15 minutes, at which time l,l’-bis(diphenylphosphino)ferrocene palladium (II) chloride (1.7 g, 2.1 mmol) was added. The reaction was refiuxed in a 115 C oil bath for 6 hours under argon. After cooling to room temperature, the dioxane was removed in vacuo. EtOAc (500 mL) was added and the resulting slurry was sonicated and filtered. Additional EtOAc (500 mL) was used to wash the solid. The combined organic extracts were concentrated and the crude material was purified by Si02 chromatography (30-40% EtOAc/hexanes) yielding 4.40 g of an off white solid. By ? NMR the material was a 1 : 1 mixture of boronate ester and 2-amino-4- trifluoromethylpyrimidine byproduct. The material was used as is in subsequent Suzuki reactions. LCMS (m/z): 208 (MH+ of boronic acid, deriving from in situ product hydrolysis on LC). l NMR (CDC13): delta 8.72 (s, 1H), 5.50 (bs, 2H), 1.34 (s, 12H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,935534-47-7, its application will become more common.

Reference:
Patent; DANA-FARBER CANCER INSTITUTE, INC.; ZHAO, Jean J.; WANG, Qi; WO2012/109423; (2012); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Electric Literature of 3438-46-8, Adding some certain compound to certain chemical reactions, such as: 3438-46-8, name is 4-Methylpyrimidine,molecular formula is C5H6N2, 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 3438-46-8.

To a solution of 4-methylpyrimidine (543mg, 5.8mmol) in THF (30ml_) was added NaHMDS (1 M in THF, 12ml_, 12mmol) slowly at rt. The reaction mixture was stirred at rt for 30 min and a solution of ethyl 2,3-dihydrobenzo[b][1 ,4]dioxine-6-carboxylate (1 g, 4.8mmol) in THF (5ml_) was added slowly at rt. The reaction mixture was stirred at rt for 2 h. The TLC showed the reaction to be complete. The reaction mixture was poured into saturated aq NH4CI (50ml_) and extracted with EtOAc (3x50ml_). The organics were washed with brine (100ml_), dried (Na2S04), filtered and concentrated under reduced pressure. The crude residue was enriched up to 80% purity by trituration with pentane (25ml_), filtered and dried under reduced pressure to afford 1-(2,3-dihydrobenzo[b][1 ,4]dioxin-6-yl)-2-(pyrimidin-4-yl)ethan-1-one as a yellow solid. Yield: 1 g (81 %). MS (ESI+) for CHNOS m/z 257.18 [M+H]+.

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. 3438-46-8, 4-Methylpyrimidine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; DISCUVA LTD.; MEO, Paul; KHAN, Nawaz; CHARRIER, Cedric; (252 pag.)WO2019/86890; (2019); A1;,
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. 611-08-5, name is 5-Nitrouracil. This compound has unique chemical properties. The synthetic route is as follows. Recommanded Product: 611-08-5

The reaction withsilylated 5-nitrouridine was conducted on a 0.30 mmol scale as follows. Silylation: 5-nitrouracil (61.3 mg, 0.39 mmol), HMDS (1.2 mL), pyridine (0.6 mL), reflux, 1 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, 611-08-5, 5-Nitrouracil.

Reference:
Article; Basu, Nabamita; Oyama, Kin-ichi; Tsukamoto, Masaki; Tetrahedron Letters; vol. 58; 20; (2017); p. 1921 – 1924;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Electric Literature of 4595-60-2 ,Some common heterocyclic compound, 4595-60-2, molecular formula is C4H3BrN2, 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.

To a solution (15 ml) of compound 131 (200 mg, 0.55 mmol) obtained by process 3 and 2-bromopyrimidine (147 mg, 0.92 mmol) in dimethoxyethane-ethanol (3:2 v/v) were added 2 M sodium carbonate solution (0.34 ml, 0.68mmol) and tetrakis(triphenyl phosphine)palladium (0)(71 mg, 0.06 mmol) at room temperature, and the mixture was refluxed for 18 hours. The reaction mixture was cooled to room temperature and 2-. bromopyrimidine (147 mg, 0.92 mmol) was added to it, and the mixture was refluxed for 10 hours. The reaction mixture was cooled, and water was added to it, and the mixture was extracted with ethyl acetate. The organic layer was washed with brine and dried over magnesium sulfate. The residue obtained by evaporation under reduced pressure was subjected to silica gel column chromatography. The fractions containing desired compound eluted with n-hexane – ethyl acetate (1:3 v/v) were concentrated under reduced pressure to give compound 132 (106 mg, 0.29 mmol, 53.0%) as colorless oil

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,4595-60-2, its application will become more common.

Reference:
Patent; SHIONOGI & CO., LTD.; EP1375486; (2004); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia