methyl 4-(4-(N-(2,4-dimethylphenyl)-N-isobutylsulfamoyl)phenyl)-4-nitrobutanoate → N-(2,4-dimethylphenyl)-N-isobutyl-4-(5-oxopyrrolidin-2-yl)benzenesulfonamide

Participants

Reaction Steps

To a suspension of palladium on carbon (22.09 mg, 0.208 mmol) in ethanol (5 mL) stirred under nitrogen at room temperature was added a solution of methyl 4-(4-(N-(2,4-dimethylphenyl)-N-isobutylsulfamoyl)phenyl)-4-nitrobutanoate (96 mg, 0.208 mmol) in ethanol (5 mL) dropwise. The flask was carefully filled with hydrogen and the reaction mixture was stirred at 20° C. for 2 hours. LCMS analysis showed disappearance of starting material. The reaction mixture was filtered through celite under an atmosphere of nitrogen and the filtrate evaporated in vacuo to give a yellow gum. The crude was purified by mass directed autoprep (formic acid modifier). The relevant fractions were concentrated under a stream of nitrogen to give the required product, 1.01 mg. LCMS [LCMS1] Rt 1.17 min, m/z (ES+) 400 (M+H, weak) 442 (M+MeCN+H)

Provenance & Evidence