Sodium Hydroxide → 2-(4-(3-(2-Chlorobenzoyl)-5-ethylthiophen-2-yl)-5-methyl[1,2,4]triazol-3-ylmethylcarbamoyl)indole-1-acetic acid

Participants

Reaction Conditions

Reaction Steps

Methanol (60 ml) and a 2M aqueous sodium hydroxide solution (7.0 ml) were added to ethyl 2-(4-(3-(2-chlorobenzoyl)-5-ethylthiophen-2-yl)-5-methyl[1,2,4]triazol-3-ylmethylcarbamoyl)indole-1-acetate (4.0 g), and the mixture was stirred at 50° C. for 30 minutes and at room temperature for 4 hours. Methanol was evaporated, and water and ethyl acetate were added. The aqueous layer was taken out, and citric acid was added to adjust the solution to pH 3. The solution was extracted with ethyl acetate. The organic layer was washed with saturated brine and dried over magnesium sulfate. The solvent was evaporated, and the residue was recrystallized from ethyl acetate to give 2.6 g of 2-(4-(3-(2-chlorobenzoyl)-5-ethylthiophen-2-yl)-5-methyl[1,2,4]triazol-3-ylmethylcarbamoyl)indole-1-acetic acid.

Provenance & Evidence