Dimethylformamide → HCID 44476495, compound

Participants

Reaction Steps

Sodium bisulfide monohydrate (58 mg) was added to a mixture composed of the above 2-{6-[bis(tert-butoxycarbonyl)amino]-4-chloro-1-[(4-methoxy-3,5-dimethylpyridin-2-yl)methyl]-1H-pyrazolo[3,4-d]pyrimidin-3-yl}-1-cyanoethyl 4-methylbenzenesulfonate (450 mg) and dehydrated N,N-dimethylformamide (8 mL) under cooling in an ice bath. Then, the ice bath was removed and the mixture was stirred for one hour. Potassium carbonate (84 mg) was added to the reaction mixture, followed by further stirring for 30 minutes. Water (100 mL) was added to the reaction mixture, followed by extraction with ethyl acetate. The organic layer was washed with brine, and then dried over anhydrous sodium sulfate. After filtration, the filtrate was concentrated under reduced pressure. The resulting residue was purified by silica gel column chromatography (ethyl acetate-hexane) to obtain the title compound (277 mg, 81%) as an oil.

Provenance & Evidence