4''-[3-Butyl-1-(2-chloro-phenyl)-5-oxo-1,5-dihydro-[1,2,4]triazol-4-ylmethyl]-biphenyl-2-sulfonic acid tert-butylamide → 4''-[3-Butyl-1-(2-chloro-phenyl)-5-oxo-1,5-dihydro-[1,2,4]triazol-4-ylmethyl]-biphenyl-2-sulfonic acid amide

Participants

Reaction Steps

A solution of 122 mg (0.221 mmole) of 5-n-butyl-4-[[2'-(N-t-butylsulfamoyl)biphenyl-4-yl]methyl]-2-(2-chlorophenyl)-2,4-dihydro-3H-1,2,4-triazol-3-one in 2.2 ml of anhydrous trifluoroacetic acid (TFA) containing 2 drops of anisole was stirred at room temperature under N2 for 2 days. The TFA was removed under a gentle stream of N2 followed by co-evaporation in vacuo 2× with toluene. The residue was chromatographed on a silica gel column (gradient elution with 0.5-2% MeOH in CH2Cl2). Concentration of the combined product fractions gave 98 mg (89%) of the title compound as a white solid, mp 140°-142° C.; satisfactory purity by TLC in 98:2 CH2Cl2 --MeOH; mass spectrum (FAB) m/e 497 (M+1)+.

Provenance & Evidence