Ammonium Chloride → HCID 178479677, compound

Participants

Reaction Conditions

Reaction Steps

Sodium azide (0.21 g) was added to a stirred mixture of (2R)-1-[3,5-bis(trifluoromethyl)benzoyl]-4-(cyanomethyl)-2-(1H-indol-3-yl-methyl)piperazine (0.32 g) and ammonium chloride (0.17 g) in dimethylformamide (5 ml). The mixture was stirred at 115° C. for 16 hours. Additional sodium azide and ammonium chloride were added to the reaction mixture until the starting material was consumed. After cooling, the mixture was poured into ice-cold water. The resulting precipitate was collected by filtration, washed with water and dried. The precipitate was treated with 4N hydrogen chloride in dioxane solution to give (2R)-1-[3,5-bis(trifluoromethyl)benzoyl]-2-(1H-indol-3-yl-methyl)-4-(1H-tetrazol-5-yl-methyl)piperazine hydrochloride (0.19 g).

Provenance & Evidence