Propionyl bromide → 5-n-Butyl-2-[2-chloro-5-(propionylamino)phenyl]-2,4-dihydro-4-[[2'-[N-(2-phenoxybenzoyl)sulfamoyl]biphenyl-4-yl]methyl]-3H-1,2,4-triazol-3-one

Participants

Reaction Steps

By the procedure of Example 69, 2-[5-amino-2-chlorophenyl]-5-n-butyl-2,4-dihydro-4-[[2'-[N-(2-phenoxybenzoyl)sulfamoyl]biphenyl-4-yl]methyl]-3H-1,2,4-triazol-3-one (from Step B) was reacted with propionyl bromide in the presence of DMAP. The crude product was reconcentrated from toluene and flash chromatographed on silica gel (gradient elution with 1-2% MeOH in CH2Cl2) to give a 65% yield of the title compound as a stiff foam, mp 113°-116° C.; homogeneous by TLC in 9:1 CH2Cl2 ; mass spectrum (FAB) m/e 764 (M+1)+.

Provenance & Evidence