Trifluoroacetic acid → HCID 90016379, compound

Participants

Reaction Conditions

Reaction Steps

A mixture of (R)—N-(2-(5-bromo-2-fluorophenyl)-1-(cyanomethylthio)propan-2-yl)-N-(2,4-dimethoxybenzyl)-2,2,2-trifluoroacetamide (5.9 g, 10.7 mmol, Eq: 1.00) and trifluoroacetic acid (73.5 g, 49.6 ml, 644 mmol, Eq: 60) was stirred at 23° C. for 16 hours resulting in a dark red solution. Poured into sat. NaHCO3-sol. 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 0 to 50% ethyl acetate in heptane to give the (R)—N-(2-(5-bromo-2-fluorophenyl)-1-(cyanomethylthio)propan-2-yl)-2,2,2-trifluoroacetamide (3.1 g, 6.99 mmol, 65.1% yield) as a light brown oil. MS (ISN): m/z=396.7 [M−H]− and 399.0 [M+2H]−.

Provenance & Evidence