Synthetic Route of 99979-77-8, 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.99979-77-8, name is 2-Chloro-5-methoxypyrimidin-4-amine, molecular formula is C5H6ClN3O, molecular weight is 159.57, as common compound, the synthetic route is as follows.
30 mg 2-chloro-5-methoxypyrimidin-4-amine (0.19 mmol, 1.0 eq.), 55 mg 4-bromo-pyridine hydrochloride (1:1) (282 pmol, 1.5 eq.), 54 mg sodium tert-butoxide (0.56 mmol, 3.0 eq.), 2.1 mg palladium(ll)acetate (0.009 mmol, 0.05 eq.) and 8.2 mg 2,2- bis(diphenylphosphino)-1,1-binaphthyl (0.013 mmol) were suspended in 0.6 mL dioxane. The mixture was stirred at 90 C over night. 27 mg 4-bromopyridine hydrochloride (1:1) (141 pmol, 0.75 eq.), 27 mg sodium tert-butoxide (0.28 mmol, 1.5eq.), 1.1 mg palladium(ll)acetate (0.005 mmol, 0.025 eq.) and 4.1 mg 2,2- bis(diphenylphosphino)-1,1-binaphthyl (0.007 mmol) were added and the reaction mixture was stirred at 90 C for further 6 h. The reaction mixture was diluted with dichloromethane and filtered through celite. The filtrate was concentrated in vacuo. The crude product was purified by flash chromatography to provide the 72percent pure targetcomound: 13 mg, 0.05 mmol, 29percent.1HNMR (300MHz, DMSO-d6): 6 [ppm]= 3.94 (5, 3H), 7.82 (d, 2H), 8.07 (5, 1H), 8.41 (d,2H), 9.63 (5, 1 H).
The chemical industry reduces the impact on the environment during synthesis 99979-77-8, I believe this compound will play a more active role in future production and life.
Reference:
Patent; BAYER PHARMA AKTIENGESELLSCHAFT; HITCHCOCK, Marion; HILGER, Christoph-Stephan; MENGEL, Anne; BRIEM, Hans; SIEMEISTER, Gerhard; FERNANDEZ-MONTALVAN, Amaury, Ernesto; SCHROeDER, Jens; PREUSSE, Cornelia; (101 pag.)WO2017/148995; (2017); A1;,
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