Ethyl chloroformate → [8-(2,6-Dimethylbenzylamino)-3-meihylimidazo[1,2-a]pyridin-2-yl]methyl Ethyl Carbonate

Participants

Reaction Steps

8-(2,6-dimethylbenzylamino)-2-hydroxymethyl-3-methylimidazo[1,2-a]pyridine (0.4 g, 1.3 mmol) and ethyl chloroformate (0.13 ml, 1.3 mmol) were solved in methylene chloride (20 ml) and were refluxed for 3 h. An additional amount of ethyl chloroformate (0.13 ml, 1.3 mmol) was added and the reaction mixture was refuxed 20 h. A sodium bicarbonate solution was added, the organic layer was separated dried (Na2SO4) and evaporated under reduced pressure. Purification of the residue by column chromatography on silica gel using diethyl ether as eluent and crystallization from diethyl ether: petroleum ether (1:2) gave 0.11 g (23%) of the title compound.

Provenance & Evidence