Methyl 4-(((benzyloxy)carbonyl)amino)-5-bromo-2-(4-chlorophenyl)thiophene-3-carboxylate → Methyl 4-(benzyloxycarbonylamino)-2-(4-chlorophenyl)thiophene-3-carboxylate

Participants

Reaction Steps

10% Pd/C (13.7 mg, 13 μmol, 20 mol % Pd) was added to methyl 4-(benzyloxycarbonylamino)-2-(4-chlorophenyl)-5-bromothiophene-3-carboxylate (6) (31.0 mg, 64 μmol) in ethanol:ethyl acetate:dichloromethane (2:1:1, 2.0 mL). The mixture was degassed and placed under H2 (1 atm) and stirred for 4 h. The mixture was filtered through a 0.45 μm syringe filter and concentrated under reduced pressure. Flash chromatography (ISCO system, silica, 0-50% ethyl acetate in hexane) provided 7 (16.6 mg, 64%) as a solid: LRESIMS m/z 401.9 [M+H]+, calcd. for C20H17Cl1N1O4S1 402.6.

Provenance & Evidence