Citric Acid → 3-(3-(2-Chlorobenzoyl)-2-(3-(2-indolecarbonylaminomethyl)-5-methyl[1,2,4]triazol-4-yl)thiophen-5-yl)propionic acid

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Reaction Steps

Methyl (4-(2-chlorophenyl)-9-methyl-6H-thieno[3,2-f] [1,2,4]triazolo[4,3-a] [1,4]diazepin-2-yl)propionate (1.0 g) was stirred in 2M hydrochloric acid (12 ml) at 60° C. for 3.5 hours. Then, sodium hydrogencarbonate was added to the reaction mixture to make the mixture alkaline. Chloroform and indole-2-carbonyl chloride (0.55 g) were added, and the mixture was stirred at room temperature for 2 hours. An aqueous citric acid solution was added to adjust the solution to pH 3. The obtained crystals were collected by filtration, washed with water and ethyl acetate, and dried to give 3-(3-(2-chlorobenzoyl)-2-(3-(2-indolecarbonylaminomethyl)-5-methyl[1,2,4]triazol-4-yl)thiophen-5-yl)propionic acid.

Provenance & Evidence