Piperidine → 4-[3-(3-Piperidin-1-yl-propoxy)-isoxazol-5-ylmethyl]-piperidine

Participants

Reaction Steps

1-[3-(5-Chloromethyl-isoxazol-3-yloxy)-propyl]-piperidine (0.15 g, 0.80 mmol) was dissolved in DCM (5 mL) and piperidine (0.24 mL, 2.4 mmol) was added slowly. The reaction mixture was stirred overnight at rt and then was concentrated to yield the crude product (0.140 g). The crude product was purified (SiO2: 0-5% 2 M NH3 in MeOH/DCM) to give the final product (0.118 g, 47.6%). MS (ESI): exact mass calcd. for C17H29N3O2, 307.23; m/z found 308.4 [M+H]+. 1H NMR (500 MHz, CDCl3): 5.75 (s, 1H), 4.25-4.20 (m, 2H), 3.53 (s, 2H), 2.47-2.31 (m, 10H), 1.98-1.90 (m, 2H), 1.61-1.52 (m, 8H), 1.45-1.35 (m, 4H).

Provenance & Evidence