Ammonium Hydroxide → HCID 71059437, compound

Participants

Reaction Conditions

Reaction Steps

In a tube, a solution of (R)-1-(1,1-difluoro-2-hydroxy-ethyl)-6-nitro-indan-1-yl-cyanamide (1.0 g, 3.55 mmol) in methanol (10 ml) was treated with ammonium hydroxide (25% in water, 3 ml). The tube was sealed and heated at 60° C. for 16 hours. For the workup, the reaction mixture was evaporated at reduced pressure. The crude material was purified by column chromatography (NH-biotage) using a 95:5-mixture of dichloromethane and methanol as the eluent. The (R)-5′,5′-difluoro-6-nitro-2,3,5′,6′-tetrahydrospiro[indene-1,4′-[1,3]oxazin]-2′-amine (500 mg, 50% yield) was obtained as a white solid. MS (ISP): m/z=283.4 [M+H]+.

Provenance & Evidence