Hydrochloric Acid → 4-(piperidin-4-yloxy)pyridin-2(1H)-one hydrochloride

Participants

Reaction Steps

A 100 mL round bottom flask was charged with tert-butyl 4-(2-oxo-1,2-dihydropyridin-4-yloxy)piperidine-1-carboxylate (1.36 g, 4.62 mmol) and hydrogen chloride (37% in H2O, 4 mL). The mixture was stirred at room temperature for 15 min and then concentrated in vacuo to yield 4-(piperidin-4-yloxy)pyridin-2(1H)-one hydrochloride (1.07 g, 100% yield) as a white solid. 1H NMR (400 MHz, DMSO-d6) δ 9.30 (br. s., 2H) 7.64 (d, J=7.28 Hz, 1H) 6.37 (dd, J=7.28, 2.51 Hz, 1H) 6.28 (d, J=2.51 Hz, 1H) 4.57-4.96 (m, 1H) 3.11-3.36 (m, 2H) 2.85-3.11 (m, 2H) 2.00-2.29 (m, 2H) 1.64-1.98 (m, 2H). MS (ESI) 195 (M+H).

Provenance & Evidence