Triethylamine → HCID 11606124, compound

Participants

Reaction Steps

Triethylamine (42 μL, 0.30 mmol) was added to a solution of the hydrochloride salt of (6S,9R)-6-(2,3-difluorophenyl)-3-(2,2,2-trifluoroethyl)-6,7,8,9-tetrahydro-5H-imidazo[1,2-a]azepin-9-amine (25 mg, 0.061 mmol) and 4-nitrophenyl chloroformate (14 mg, 0.070 mmol) in tetrahydrofuran (5 mL) at 0° C. After 40 min, the hydrochloride salt of 1,3,8-triazaspiro[4.5]dec-1-en-4-one (21 mg, 0.091 mmol), triethylamine (34 μL, 0.24 mmol) and chloroform (5 mL) were added and the mixture allowed to warm to ambient temperature. After 18 h, saturated aqueous sodium carbonate was added and the mixture was extracted with dichloromethane. The organic extracts were washed with saturated aqueous sodium bicarbonate (3×), saturated brine, dried over magnesium sulfate, filtered and concentrated. Purification by silica gel chromatography (100% dichloromethane→85% dichloromethane/methanol) gave the title compound (22 mg). MS 525.2000 (M+1).

Provenance & Evidence