Sodium Bicarbonate → 3-Oxa-8-azabicyclo[3.2.1]octan-8-yl(8-bromo-6-(trifluoromethyl)imidazo[1,2-a]pyridin-3-yl)methanone

Participants

Reaction Steps

To a solution of 8-bromo-6-(trifluoromethyl)imidazo[1,2-a]pyridine-3-carboxylic acid (300 mg) in DMF (6 mL) were added HATU (443 mg) and triethylamine (0.311 mL), and the mixture was stirred at room temperature for 10 min. To the reaction mixture was added 3-oxa-8-azabicyclo[3.2.1]octane hydrochloride (160 mg), and the mixture was stirred at room temperature for 30 min. To the reaction mixture was added saturated aqueous sodium bicarbonate solution, and the mixture was extracted with ethyl acetate. The extract was washed with water and saturated brine, and dried over anhydrous sodium sulfate, and the solvent was evaporated under reduced pressure. The residue was purified by silica gel column chromatography (NH, ethyl acetate/hexane) to give the title compound (315 mg).

Provenance & Evidence