Ammonium Chloride → HCID 86605653, compound

Participants

Reaction Conditions

Reaction Steps

A mixture of tert-butyl [6-cyano-2-isobutyl-4-(4-methylphenyl)quinolin-3-yl]methylcarbamate (0.60 g, 1.4 mmol), sodium azide (0.18 g, 2.8 mmol), ammonium chloride (0.30 g, 3.6 mmol) and dimethyl sulfoxide (810 ml) was stirred at 70° C. for 2 days. The reaction mixture was partitioned between ethyl acetate and 0.1N hydrochloric acid. The organic layer was washed with saturated brine, dried over anhydrous magnesium sulfate and concentrated under reduced pressure. The residue was crystallized from n-hexane-ethyl acetate to give tert-butyl [2-isobutyl-4-(4-methylphenyl)-6-(2H-tetrazol-5-yl)quinolin-3-yl]methylcarbamate (0.38 g, yield 57%) as a white powder.

Provenance & Evidence