反应详情

At 0° C., NaH (60%, 40.2 mg, 1.00 mmol) was added in one portion to a solution of tert-butyl 4-(7-(bis((2-(trimethylsilyl)ethoxy)methyl)amino)-6-bromo-3-(6-fluoroquinolin-3-yl)pyrazolo[1,5-a]pyrimidin-5-ylamino)piperidine-1-carboxylate (205 mg, 0.25 mmol) in DMF (6 mL). After stirring at room temperature for 30 min, the mixture was cooled to 0° C. and allyl bromide (60.8 mg, 0.50 mmol) was added dropwise. The mixture was stirred at room temperature overnight and then diluted with H2O and then extracted with ethyl acetate (×2). The combined organic layers were washed with brine and dried with Na2SO4. Evaporation and purification by column chromatography afforded tert-butyl 4-(allyl(7-(bis((2-(trimethylsilyl)ethoxy)methyl)amino)-6-bromo-3-(6-fluoroquinolin-3-yl)pyrazolo[1,5-a]pyrimidin-5-yl)amino)piperidine-1-carboxylate: LCMS tR=1.99 Min (5 min run, UV254nm), Mass calculated for M+855.3, observed LC/MS m/z 856.3 (M+H).

1. temperaturethe mixture was cooled to 0° C.
2. stirringThe mixture was stirred at room temperature overnight
3. extractionextracted with ethyl acetate (×2)
4. washThe combined organic layers were washed with brine
5. dry with materialdried with Na2SO4
6. customEvaporation and purification by column chromatography