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.1026796-81-5, name is N-(4-Bromopyridin-2-yl)acetamide, molecular formula is C7H7BrN2O, molecular weight is 215.05, as common compound, the synthetic route is as follows.Quality Control of N-(4-Bromopyridin-2-yl)acetamide
To the solution of (R)-tert-butyl methyl(3 -methyl- 1 -(5 -(trimethylstannyl)- 1H- benzo[d]imidazol-2-yl)butyl)carbamate (600 mg, 1.25 mmol) in DMF (6 mL), N-(4- bromopyridin-2-yl)acetamide (284 mg, 1.32 mmol), TBAB (530 mg, 1.65 mmol) and K2C03 (430 mg, 3.11 mmol) were added. Nitrogen gas was bubbled through the stirred solution for 5 min. Pd (PPh3)2Cl2 (73 mg, 0.378 mmol) was added and nitrogen purging through the solution was continued for another 5 min. The reaction mixture was then heated at 90 C for overnight. The reaction mixture was cooled to room temperature, concentrated under reduced pressure to remove solvents and diluted with water. The aqueous layer was extracted with ethyl acetate (3 x 100 mL). The combined organic layers were washed with brine (50 mL). The organic layer was dried over Na2S04, filtered and concentrated under reduced pressure to afford the title compound (330 mg, 0.73 mmol, 59% yield) as solid. LCMS (ESI) m/e 450.2[(M-H)~, calcd for C25H32N5O3, 450.26]; LC/MS retention time (method C): tR = 1.71 min.
At the same time, in my other blogs, there are other synthetic methods of this type of compound,1026796-81-5, N-(4-Bromopyridin-2-yl)acetamide, and friends who are interested can also refer to it.
Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; DZIERBA, Carolyn Diane; BRONSON, Joanne J.; MACOR, John E.; DASGUPTA, Bireshwar; NARA, Susheel Jethanand; VRUDHULA, Vivekananda M.; PAN, Senliang; HARTZ, Richard A.; RAJAMANI, Ramkumar; (199 pag.)WO2016/22312; (2016); A1;,
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