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

Participants

Reaction Steps

To a solution of 5.7 g of 12-aminododecyl nitrate hydrochloride in 80 ml of methylene chloride were added successively under ice-cooling 5.21 g of sodium 6-(4-ethylpiperazinyl)pyridine-3-carboxylate, 3.91 g of 1-hydroxybenzotriazole (HOBt) and 2.76 g of 1-ethyl-3-(3-dimethylaminopropyl )carbodiimide hydrochloride (WSCI) and then the mixture was stirred at room temperature 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 8.56 g of the title compound as a crystal.

Provenance & Evidence