Trimethylsilyl cyanide → Furo[3,2-c]pyrazolo[1,5-a]pyridin-1-ylacetonitrile

Participants

Reaction Steps

To a solution of boron trifluoride diethyl ether complex (200 μL, 1.58 mmol) and trimethylsilyl cyanide (280 μL, 2.10 mmol) in dichloromethane (5 mL) was added a solution of furo[3,2-c]pyrazolo[1,5-a]pyridin-1-ylmethanol (100 mg, 0.531 mmol) in dichloromethane (5 mL) under ice-cooling and an argon atmosphere, and the mixture was stirred for 30 min. The reaction solution was diluted with saturated aqueous sodium hydrogen carbonate solution, and the mixture was extracted with ethyl acetate. The extract was dried over anhydrous sodium sulfate. The solvent was evaporated under reduced pressure and the residue was purified by silica gel column chromatography (ethyl acetate/hexane=10/90→30/70) to give the title compound (57.1 mg, yield 55%).

Provenance & Evidence