Triethylamine → HCID 59722556, compound

Participants

Reaction Steps

Triethylamine (5.0 μL, 0.037 mmol) was added to a solution of 2-{1-[(6S,9R)-9-amino-6-(2,3-difluorophenyl)-6,7,8,9-tetrahydro-5H-imidazo[1,2-a]azepin-3-yl]-1-methylethoxy}ethanol (15.0 mg, 0.041 mmol) and 4-nitrophenyl chloroformate (9.0 mg, 0.045 mmol) in tetrahydrofuran (1 mL) at 0° C. After 15 min, 3-piperidin-4-yl-3,4-dihydroquinazolin-2(1H)-one (9.0 mg, 0.041 mmol) and triethylamine (17 μL, 0.12 mmol) were added and the mixture was allowed to warm to ambient temperature. After 1 h, saturated aqueous sodium carbonate was added and the mixture was extracted with dichloromethane (3×). The organic layer was washed with saturated brine, dried over magnesium sulfate, filtered and concentrated. Purification by reverse phase HPLC (95% water/acetonitrile→5% water/acetonitrile with 0.1% trifluoroacetic acid) gave the title compound (8.5 mg). MS 623.3163 (M+1).

Provenance & Evidence