HCID 14156740, compound → HCID 14156741, compound

Participants

Reaction Steps

Lithium aluminium hydride (5.6 g) was charged to a solution of N-[1,2,6,7-tetrahydrobenzo[b]pyrrolo[3,2,1-jk][1,4]benzodiazepine-6-ylmethyl]-formamide (10.3 g) in tetrahydrofuran (300 ml) at 0° C. under nitrogen in two portions (two hours apart). The mixture was stirred at room temperature overnight. The excess lithium aluminum hydride was destroyed carefully with water (6 ml) and sodium hydroxide (6 ml) at 0° C. The mixture was stirred with an additional 18 ml of water for 1 hour. The aluminium salts were filtered off. The tetrahydrofuran solution was concentrated to a foam. This material was dissolved in dichloromethane (200 ml) and washed with brine (200 ml). The solvent was removed and the crude product purified by flash chromatography over a silica gel column (100 g of silica, eluted with 2% methanol/dichloromethane) to afford 9.8 g of product. Recrystallization from hot ethanol (50 ml) yielded 6.18 g of crystals, m.p. 126°-127° C.

Provenance & Evidence