1-Hydroxybenzotriazole → HCID 90220908, compound

Participants

Reaction Conditions

Reaction Steps

To a solution of (S)-3-amino-1-(6-bromo-2-methoxy-naphthalen-1-ylmethyl)-2-oxo-2,3,4,5-tetrahydro-1Hbenzo[b][1,4]diazepine-7-carbonitrile hydrochloride (510 mg, 1.047 mmol) in DMF (10 mL) were added Boc-N-Me-Ala-OH (234 mg, 1.15 mmol), HOBT (155.62 mg, 1.15 mmol) and DIPEA (0.943 mL, 5.236 mmol). After 10 min, the mixture was cooled to 0° C. and HBTU (436.7 mg, 1.152 mmol) was added portion wise. The resulting mixture was stirred for 2 h. The mixture was diluted with water and extracted with EtOAc. The extracts were washed with 1 M aqueous citric acid solution, brine, saturated aqueous sodium carbonate solution, dried over Na2SO4 and concentrated. The residue was purified by silica gel column chromatography to afford the title compound (570 mg, 85.58%) as an off-white solid. LC-MS: 636.0 (M+H).

Provenance & Evidence