Ammonium Chloride → HCID 90016006, compound

Participants

Reaction Conditions

Reaction Steps

To a solution of (R)—N-(2-(5-bromo-2-fluorophenyl)-1-(cyanomethylthio)propan-2-yl)-2,2,2-trifluoroacetamide (3 g, 6.76 mmol, Eq: 1.00) in ethanol (30 ml) was added sodium borohydride (1.02 g, 27.1 mmol, Eq: 4.0) and the mixture was stirred at 23° C. for 16 hours. Poured into icecold sat. NH4Cl-sol., stirred for 10 min and extracted twice with ethyl acetate. The combined organic layers were dried over Na2SO4, filtered and evaporated. The residue was purified by silica gel column chromatography with 0 to 50% ethyl acetate in heptane to give the (R)-2-(2-amino-2-(5-bromo-2-fluorophenyl)propylthio)acetonitrile (1.1 g, 3.63 mmol, 53.6% yield) as a light yellow oil. MS (ISP): m/z=303.0 [M+H]+ and 304.9 [M+2+H]+.

Provenance & Evidence