Sodium Bicarbonate → 1-(2-(4-aminopiperidin-1-yl)ethyl)-7-cyano-1,5-naphthyridin-2(1H)-one

Participants

Reaction Steps

To a solution of 75 mg of tert-butyl (1-(2-(7-cyano-2-oxo-1,5-naphthyridin-1(2H)-yl)ethyl)piperidin-4-yl)carbamate in 5 mL of ethyl acetate, 7 mL of a 4 mol/L hydrogen chloride/ethyl acetate was added, and the mixture was stirred at room temperature for 2 hours. The reaction mixture was alkalified with a saturated aqueous sodium hydrogen carbonate solution, the solvent was distilled off under reduced pressure, and the resultant residue was then purified by silica gel column chromatography using silica gel; Chromatorex-NH made by Fuji Silysia Chemical Ltd., and an eluent of chloroform to obtain 34 mg of 1-(2-(4-aminopiperidin-1-yl)ethyl)-7-cyano-1,5-naphthyridin-2(1H)-one as a light yellow solid.

Provenance & Evidence