Water → HCID 54482821, compound

Participants

Reaction Conditions

Reaction Steps

To a stirred solution of 10,11-dihydro-5H-pyrrolo[2,1-c][1,4]benzodiazepine (0.405 g. 2.20 mmol) in dichloromethane (30 ml), under nitrogen, was added triethylamine (0.37 ml, 2.64 mmol). The mixture was cooled to 0° C. and a solution of the crude 2-methoxy-4-[(2-pyridin-2-ylbenzoyl)amino]benzoyl chloride (1.16 g) in dichloromethane (30 ml) was added dropwise. After 5 hours the reaction mixture was poured into water. The organic layer was separated and sequentially washed twice with water and aqueous sodium bicarbonate, and once with water and dried (Na2SO4). The material was filtered and concentrated in vacuo to yield a marron solid (1.1 g). Purification by flash chromatography on silica gel with hexane-ethyl acetate-methlyene chloride, methanol (3:6:2:0.5) as a mobile phase, followed by concentration under vacuum, resulted in a pale purple solid (0.88 g), m.p. 138°-140° C. MS (FAB),m/z: 515 (M+H).

Provenance & Evidence