Sodium Hydroxide → 4-(3-(2-oxo-1,8-naphthyridin-1(2H)-yl)propyl)-1-(2-(2-thienylthio)ethyl)piperidine-4-carboxylic acid

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Reaction Steps

To a solution of 0.30 g of ethyl 4-(3-(2-oxo-1,8-naphthyridin-1(2H)-yl)propyl)-1-(2-(2-thienylthio)ethyl)piperidine-4-carboxylate in 5 mL of ethanol, 1.7 mL of a 20% aqueous sodium hydroxide solution was added at room temperature, and the mixture was heated under reflux while stirring for 7 hours. Thereto was further added 0.3 mL of a 20% aqueous sodium hydroxide solution, and mixture was stirred for 1 hour, and then cooled to room temperature, and the solvent was distilled off under reduced pressure. The resultant residue was charged with water and adjusted to pH 6.5 with 1 mol/L hydrochloric acid. The solid was filtered off to obtain 0.22 g of 4-(3-(2-oxo-1,8-naphthyridin-1(2H)-yl)propyl)-1-(2-(2-thienylthio)ethyl)piperidine-4-carboxylic acid as a white solid.

Provenance & Evidence