Ammonia → HCID 68153574, compound

Participants

Reaction Conditions

Reaction Steps

A dried pressure tube was charged under an argon atmosphere with a dispersion of 5-(3-bromo-phenyl)-5-(6-difluoromethoxy-pyridin-3-yl)-morpholine-3-thione (1.0 g) in a solution of ammonia (7M) in methanol (30 ml). The tube was sealed and heated at 100° C. for 3 hours. After cooling, the reaction mixture was evaporated to dryness and dissolved in dichloromethane, then loaded onto an SCX-cartridge. A 1:1-mixture of dichloromethane and methanol was passed through the column to remove impurities, and the aminoxazine was eluted with ammonia in methanol (2M solution). The (RS)-5-(3-bromo-phenyl)-5-(6-difluoromethoxy-pyridin-3-yl)-5,6-dihydro-2H-[1,4]oxazin-3-ylamine was obtained as a yellow foam (0.82 g, 83% of theory). MS (ISP): m/z=399 [M+H]+.

Provenance & Evidence