Hexane → HCID 86674107, compound

Participants

Reaction Conditions

Reaction Steps

A mixture of 2-((R)-1-amino-6-nitro-indan-1-yl)-2,2-difluoro-ethanol (intermediate A5.6), (1.6 g, 6.2 mmol) and sodium acetate (1.54 g, 18.6 mmol) in ethanol (30 ml) was warmed to 40° C. The mixture was then treated with cyanogen bromide (724 mg, 6.82 mmol) and allowed to stir at 40° C. for 16 hours. Removal of the solvent at reduced pressure followed by purification of the resultant crude material by column chromatography on silica gel using a 3:2-mixture of hexane and ethyl acetate as the eluent yielded the (R)-1-(1,1-difluoro-2-hydroxy-ethyl)-6-nitro-indan-1-yl-cyanamide (800 mg, 42% yield) as colorless sticky solid. MS (ISP): m/z=284.0 [M+H]+.

Provenance & Evidence