Red-Al → 2,6-Dimethyl-8-(2,6-dimethylbenzyloxy)-3-hydroxymethylimidazo[1,2-a]pyridine

Participants

Reaction Steps

A mixture of vitride (3 ml, 10.2 mmol) in toluene (3 ml) was added dropwise to nitrogene-purged solution of 3-carboethoxy-2,6-dimethyl-8-(2,6-dimethylbenzyloxy)imidazo[1,2-a]pyridine (0.68 g, 1.93 mmol) in toluene (15 ml). The ice-bath was removed and the reaction mixture was stirred at room temp. For 2 h and 15 min. The reaction mixture was cooled to 0° C. and quenched by addition of water (6 ml). Methylene chloride/methanol was added and the reaction mixture was filtered. The solvent was removed in vacuo and the residue was purified by column chromatography on silica gel, using methylene chloride:methanol (100:5) as eluent to give 0.35 g (58%) of the title compound.

Provenance & Evidence