Methanol → HCID 19593000, compound

Participants

Reaction Conditions

Reaction Steps

To a mixture of 3-carboxy-8-(2,6-dichlorobenzoylamino)-4-(imidazol-1-yl)quinoline (147.6 mg) and triethylamine (12.2 mg) in dioxane was added diphenylphosphoryl azide (99.8 mg) at 90° C., and the mixture was stirred for 2 hours at the same temperature. After cooling to 70° C., methanol (12.2 mg) was added thereto and the mixture was stirred for 1 hour at 85° C. The mixture was partitioned between ethyl acetate and water. The organic layer was washed with brine, dried over magnesium sulfate and evaporated in vacuo. The residue was purified by preparative thin layer chromatography (methanoldichloromethane) and crystallized from isopropyl alcohol to give 8-(2,6-dichlorobenzoylamino)-4-(imidazol-1-yl)-3-(methoxycarbonylamino)quinoline (21.3 mg).

Provenance & Evidence