Category: 696-45-7

Application of 696-45-7, 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. 696-45-7, name is 4-Amino-6-methoxypyrimidine. A new synthetic method of this compound is introduced below.

General procedure: A mixture of 4-bromo-2-(2,6-dichlorophenyl)-3H-imidazo[4,5-c]pyridine (400 mg, 1.166mmol)andcyclopropanecarboxamide(198 mg, 2.33mmol), Pd2dba3(53 mg, 0.0583mmol),XantPhos(67 mg, 0.117mmol) and Cs2CO3(1.14 g, 3.5mmol) in 1,4-dioxanes (5 mL)and 1,2-dimethoxyethane (5 mL) was heated in a microwave at 150°C for 10 min. The reaction mixture was cooled and filtered, and the filter cake was washed withdichloromethane. The combined organics were washed with brine, dried over MgSO4and concentrated. The crude product was purified by reverse phase HPLC to give the title compound (321 mg, 79percent yield) as a white solid.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,696-45-7, its application will become more common.

Reference:
Article; Liang, Jun; Van Abbema, Anne; Balazs, Mercedesz; Barrett, Kathy; Berezhkovsky, Leo; Blair, Wade S.; Chang, Christine; Delarosa, Donnie; DeVoss, Jason; Driscoll, Jim; Eigenbrot, Charles; Goodacre, Simon; Ghilardi, Nico; MacLeod, Calum; Johnson, Adam; Bir Kohli, Pawan; Lai, Yingjie; Lin, Zhonghua; Mantik, Priscilla; Menghrajani, Kapil; Nguyen, Hieu; Peng, Ivan; Sambrone, Amy; Shia, Steven; Smith, Jan; Sohn, Sue; Tsui, Vickie; Ultsch, Mark; Williams, Karen; Wu, Lawren C.; Yang, Wenqian; Zhang, Birong; Magnuson, Steven; Bioorganic and Medicinal Chemistry Letters; vol. 27; 18; (2017); p. 4370 – 4376;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Reference of 696-45-7, 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 696-45-7, name is 4-Amino-6-methoxypyrimidine. This compound has unique chemical properties. The synthetic route is as follows.

Step A: 4-Isothiocyanato-6-methoxypyrimidine To a bright orange solution of 1,1′-thiocarbonyldipyridin-2(1H)-one (1.86 g, 7.99 mmol) in dichloromethane at room temperature was added 6-methoxypyrimidin-4-amine (1 g, 8 mmol). The orange solution was stirred at room temperature for 18 hours. The LC/MS showed the desired product as one of the major peaks. The deep orange solution was concentrated and the remaining residue was filtered. The filtrate was purified by silica gel chromatography (10-50percent ethyl acetate/hexanes) to afford 4-isothiocyanato-6-methoxypyrimidine (0.72 g, 4.3 mmol, 54percent yield) as a yellow oil. 1H NMR (400 MHz, DMSO-d6) delta ppm 8.49 (1H, d, J=5.79 Hz), 6.95 (1H, d, J=5.79 Hz), 3.92 (3H, s). MS (LC/MS) R.T.=3.15; [M+H]+=168.1.

According to the analysis of related databases, 696-45-7, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Bristol-Myers Squibb Company; US2009/270405; (2009); 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. 696-45-7, name is 4-Amino-6-methoxypyrimidine. This compound has unique chemical properties. The synthetic route is as follows. category: pyrimidines

Under Ar(g), to a mixture of 2-chloropyrazine (1) (252mg, 2.2mmol), 4- amino-6-methoxypyrimidine (2) (250mg, 2.0mmol), Cs2C03 (1.3g, 4.0mmol) was added degassed dry 1 ,4-dioxane (13ml_). The reaction mixture was then flushed with Ar(g) for 1 min before Pd2(dba)3 (92mg, 0.1 mmol) and Xantphos (127mg, 0.22mmol) were added. The reaction mixture was heated up to 90C for 40h. It was then cooled down to rt. EtOAc (15ml_), H20 (10mL) and brine (5mL) were added to the reaction mixture. The organic phase was separated and the aqueous phase was extracted with EtOAc (15ml_). The organic layers were combined and Pd-scavenger (MP-TMT, ~400mg, 1.3mmol/g) was added. This was shaken for several hours followed by filtration. The filtrate was concentrated in vacuo, dissolved in DMSO (4ml_) and purified by basic prep LCMS to yield (3) as a solid (177mg, 44%). (0636) LCMS (ES): Found 204.2 [M+Hf.

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, 696-45-7, 4-Amino-6-methoxypyrimidine.

Reference:
Patent; KARUS THERAPEUTICS LIMITED; SHUTTLEWORTH, Stephen Joseph; GATLAND, Alice Elizabeth; FINNEMORE, Daniel John; ALEXANDER, Rikki Peter; SILVA, Franck; CECIL, Alexander; (233 pag.)WO2019/166824; (2019); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 696-45-7, name is 4-Amino-6-methoxypyrimidine, the common compound, a new synthetic route is introduced below. name: 4-Amino-6-methoxypyrimidine

A sealed tube was charged with 6-methoxypyrimidin-4-amine (23 mg, 0.19 mmol), methyl (1S, K or lR,45)-4-[5-(6-bromo-4-methylpyridin-2-yl)-l,3-thiazol-2-yl]-4- hydroxy-2,2-dimethylcyclohexanecarboxylate (80 mg, 0.18 mmol), XantPhos (16 mg, 0.03 mmol), cesium carbonate (119 mg, 0.36 mmol), and palladium(II) acetate (4 mg, 0.02 mmol). The vial was evacuated and backfilled with argon (3x). Fully degassed dioxane (0.7 mL) was added, the tube was sealed, and stirred at 90 ¡ãC overnight. The reaction was then cooled to room temperature, diluted with methanol, and absorbed onto 1.2 g of silica. Purification via silica gel chromatography (ethyl acetate/hexanes) afforded a 6: 1 mixture of (1R,4,S or lR,45)-l-(5-{6-[(6- methoxypyrimidin-4-yl)amino]-4-methylpyridin-2-yl} -l,3-thiazol-2-yl)-5,5-dimethyl-2- oxabicyclo[2.2.2]octan-3-one : methyl (15″,4R or lR,45)-4-hydroxy-4-(5- {6-[(6- methoxypyrimidin-4-yl)amino]-4-methylpyridin-2-yl} -l,3-thiazol-2-yl)-2,2- dimethylcyclohexanecarboxylate.; A 6: 1 mixture of (R,4S or lR,45)-l-(5- {6-[(6-methoxypyrimidin-4- yl)amino]-4-methylpyridin-2-yl} -l,3-thiazol-2-yl)-5,5-dimethyl-2-oxabicyclo[2.2.2]octan-3-one : methyl (1,S,4R or lR,45)-4-hydroxy-4-(5- {6-[(6-methoxypyrimidin-4-yl)amino]-4- methylpyridin-2-yl} -l,3-thiazol-2-yl)-2,2-dimethylcyclohexanecarboxylate (70 mg, 0.16 mmol) was taken up in methanol (2 mL) and sodium hydroxide (1M in water, 0.31 mL, 0.31 mmol) was added. The reaction was capped and stirred at 85 ¡ãC overnight. The reaction was then cooled to room temperature and acidified with 0.15 mL of 2 M aqueous hydrochloric acid. A significant amount of precipitate formed. The reaction was then diluted with water, pH3 phosphate buffer, and 5 mL of ethyl acetate and stirred for 5 minutes. The resulting slurry was filtered. The filter cake was washed with water and diethyl ether and then dried in vacuo to afford (1,S,4R or lR,45)-4-hydroxy-4-(5- {6-[(6-methoxypyrimidin-4-yl)amino]-4-methylpyridin-2-yl}-l,3- thiazol-2-yl)-2,2-dimethylcyclohexanecarboxylic acid as a white solid. MS ESI calcd. for C23H28 504S [M+H]+ 470, found 470.

The synthetic route of 696-45-7 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; MERCK SHARP & DOHME CORP.; MERCK CANADA INC.; ANTHONY, Neville, J.; ANDRESEN, Brian, M.; NORTHRUP, Alan, B.; CHILDERS, Kaleen, K.; DONOFRIO, Anthony; MILLER, Thomas, A.; LIU, Yuan; MACHACEK, Michelle, R.; WOO, Hyun Chong; SPENCER, Kerrie, B.; ELLIS, John Michael; ALTMAN, Michael, D.; ROMEO, Eric, T.; GUAY, Daniel; GRIMM, Jonathan; LEBRUN, Marie-Eve; ROBICHAUD, Joel, S.; WANG, Liping; DUBOIS, Byron; DENG, Qiaolin; WO2014/176210; (2014); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

696-45-7, 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 696-45-7, name is 4-Amino-6-methoxypyrimidine. This compound has unique chemical properties. The synthetic route is as follows.

42.0 g of 4-amino-6-methoxypyrimidine (abbreviated as 4-MP, prepared according to Chinese patent CN 102516182) was added to 126 ml of pyridine at 0 to 5¡ãC, and 4-p-acetyl aminobenzenesulfonyl chloride (abbreviation SCL) 87.5 g. After the addition was complete, the reaction mixture was stirred at 20-30 ¡ã C until the 4-MP remained After completion of the reaction, 450 ml of ultrapure water was added and the supernatant was removed from the reaction mixture.

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 696-45-7, 4-Amino-6-methoxypyrimidine.

Reference:
Patent; YWK CHEMICALS (TAICANG) CO., LTD; HAMADA, Shinichi; HAMADA, Tomoko; WANG, YINING; GUO, XIAOYE; CHANG, YONGKAI; CHEN, YAN; WEI, WENJUN; (6 pag.)CN105294576; (2016); A;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia