Triethylamine → HCID 19592866, compound

Participants

Reaction Steps

To a suspension of 8-(2,6-dichlorobenzoylamino)-3-hydroxymethyl-4-(imidazol-1-yl)quinoline (300 mg) in dichloromethane (5 ml) were dropwise added triethylamine (294 mg) and phenyl chloroformate (375 mg) under ice-cooling, and the mixture was stirred for 2.5 hours at ambient temperature. To the mixture was further added phenyl chloroformate (250 mg), and the mixture was stirred for 1.5 hours at ambient temperature. Insoluble material was filtered off, and the filtrate was concentrated in vacuo. The residue was dissolved in dichloromethane, and phenyl chloroformate (375 mg) and diisopropylethylamine (0.506 ml) were added thereto. The mixture was evaporated in vacuo, and the residue was purified by flash chromatography on silica gel (ethyl acetate-n-hexane) to give 8-[N-(2,6-dichlorobenzoyl)-N-phenoxycarbonylamino]-4-[2-(phenoxycarbonyl)imidazol-1-yl]-3-(phenoxycarbonyloxymethyl)quinoline (250 mg).

Provenance & Evidence