Triethylamine → 5-[3-(Methanesulfonyloxy)propylthio]imidazo[1,2-a]pyridine

Participants

Reaction Steps

To a solution of 5-[3-(hydroxy)propylthio]imidazo[1,2-a]pyridine (2.003 g, 9.62 mmoles) and triethylamine (2.01 ml, 14.4 moles) in methylene chloride (30 ml) was added methanesulfonyl chloride (0.89 ml, 12 moles) with stirring under ice-cooling and the mixture was further stirred under ice-cooling for 10 minutes. The reaction mixture was washed with water and the aqueous layer was extracted with methylene chloride (30 ml×3). The methylene chloride layers were combined and dried over anhydrous magnesium sulfate. Then, the solvent was distilled off to obtain crude 5-[3-(methanesulfonyloxy)propylthio]imidazo[1,2-a]pyridine as a yellow oily product.

Provenance & Evidence