Piperidine → 2-[3-Methoxy-4-(piperidin-1-ylmethyl)phenyl]-1,3-benzoxazole

Participants

Reaction Steps

Utilizing the general procedure outlined for 2-[3-methoxy-4-(pyrrolidin-1-ylmethyl)phenyl]-1,3-benzoxazole, 2-[4-(bromomethyl)-3-methoxyphenyl]-1,3-benzoxazole (300 mg, 0.942 mmol) was reacted with piperidine (279 μL, 2.83 mmol) and triethylamine (394 μL, 2.83 mmol) in CH2Cl2 (5 mL) to afford the desired 2-[3-methoxy-4-(piperidin-1-ylmethyl)phenyl]-1,3-benzoxazole as a colorless solid: 1H NMR (CDCl3-d, 300 MHz) δ 7.86–7.83 (m, 1H), 7.79–7.76 (m, 1H), 7.73 (s, 1H), 7.61–7.55 (m, 2H), 7.37–7.34 (m, 2H), 3.96 (s, 3H), 3.59 (s, 2H), 2.47 (br, 4H), 1.66–1.58 (m, 4H), 1.46–1.45 (m, 2H). MS (ESI) 323 (M+)+.

Provenance & Evidence