1-Hydroxybenzotriazole → N-(12-mesyloxydodecyl)-6-(4-ethyl-1-piperazinyl)pyridine-3-carboxamide

Participants

Reaction Steps

To a solution of 3.77 g of 12-aminododecyl methanesulfonate hydrochloride in 100 ml of methylene chloride were added successively under ice-cooling 3.60 g of sodium 6-(4-ethyl-1-piperazinyl)pyridine-3-carboxylate, 2.89 g of 1-hydroxybenzotriazole (HOBt), 1.99 g of 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide hydrochloride (WSCI) and then the mixture was stirred overnight. The reaction solution was diluted with chloroform and washed successively with water, a saturated aqueous solution of sodium hydrogen carbonate and a saturated aqueous solution of sodium chloride, dried over anhydrous sodium sulfate and then distilled under reduced pressure. The residue thus obtained was chromatographed over a silica gel column to afford 4.96 g of the title compound.

Provenance & Evidence