Hydrochloric Acid → 2-Methyl-8-(phenylsulfonyl)-1,3,4,8-tetrahydro-2H-[1,4]oxazepino[6,7-e]indole

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Reaction Steps

DMF (15 mL) was added to a vial containing 2-methyl-1,3,4,8-tetrahydro-2H-[1,4]oxazepino[6,7-e]indole (Intermediate 6, 0.250 g, 1.24 mmol) and sodium hydride (60% in mineral oil, 0.100 g, 2.50 mmol). The mixture was stirred for 20 minutes at room temperature before benzenesulfonyl chloride (0.327 g, 1.85 mmol) was added. The reaction was allowed to stir for 30 minutes before 2 M HCl (0.5 mL) was added and the mixture was diluted with 1 M Na2CO3 and diethylether. The organic phase was washed with water, dried (MgSO4) and evaporated. The crude product was dissolved in DCM (2 mL) and hexane (20 mL) was added. The mixture was allowed to stand overnight and the light yellow crystals were filtered and washed with hexane to give title compound (202 mg) as a light yellow solid. MS m/z 343 [M+H]+.

Provenance & Evidence