Triethylamine → N-[4-[2-[4-(2,4-dioxothiazolidin-5-ylmethyl)phenoxymethyl]-1-methyl-1H-benzimidazol-6-yloxy]phenyl]cyclopentanecarboxamide

Participants

Reaction Steps

Ethyl chloroformate (87 mg) was added dropwise to a solution of cyclopentanecarboxylic acid (90 mg) and triethylamine (232 mg) in anhydrous N,N-dimethylformamide (8 ml) at ambient temperature. The mixture was stirred at the same temperature for 1.5 hours. To the reaction mixture was added 5-{4-[6-(4-aminophenoxy)-1-methyl-1H-benzimidazole-2-ylmethoxy]benzyl}thiazolidine-2,4-dione dihydrochloride (400 mg) in small portions. The mixture was stirred at ambient temperature for 5 hours and allowed to stand at the same temperature overnight. After concentration of the mixture, water was added to the reaction mixture and the insoluble product was isolated by filtration and washed with water and ethyl acetate to give the title compound (236 mg).

Provenance & Evidence