Pyridine → HCID 19603320, compound

Participants

Reaction Steps

To a solution of bis(trichloromethyl)carbonate (232 mg), pyridine (273 mg) in dichloromethane was added 8-(2,6-dichloro-3-methylaminobenzyloxy)-2-methylquinoline (800 mg) at 0° C. under nitrogen atmosphere, and the mixture was stirred for 1 hour at ambient temperature. To the mixture were added glycine ethyl ester hydrochloride (289 mg) and triethylamine (582 mg), and the mixture was stirred for 3 hours at ambient temperature. The mixture was poured into water and extracted with dichloromethane. The organic layer was washed with water and brine, dried over magnesium sulfate and concentrated. The residue was purified by flash chromatography (chloroform) to give 8-[2,6-dichloro-3-(N'-ethoxycarbonylmethyl-N-methylureido)benzyloxy]-2-methylquinoline (512 mg) as a powder.

Provenance & Evidence