1,1'-Carbonyldiimidazole → HCID 68687123, compound

Participants

Reaction Steps

151 mg of the 3-[1-({5-cyano-4-[8-(difluoromethyl)imidazo[1,2-a]pyridin-3-yl]pyrimidin-2-yl}amino)ethyl] benzoic acid [100-4] was dissolved in 4 mL of tetrahydrofuran, then 282 mg of N,N-carbonyldiimidazole was added, and stirred overnight at room temperature. The reaction mixture was added with 132 mg of sodium boronhydride in two additions, and stirred at room temperature for 30 minutes. Thereto, a saturated aqueous solution of sodium hydrogen carbonate was added, and extracted with ethyl acetate. The organic layer was washed with saturated brine, and dried over anhydrous sodium sulfate. The insolubles were filtered, the filtrate was concentrated under reduced pressure, and the thus obtained residue was purified by preparative thin-layer chromatography, to obtain 50 mg of 4-[8-(difluoromethyl)imidazo[1,2-a]pyridin-3-yl]-2-({1-[3-(hydroxymethyl)phenyl)ethyl}amino)pyrimidin-5-carbonitrile [101-1] as a pale yellow oily product.

Provenance & Evidence