Methyl iodide → 1-Cyclobutyl-4-[(1-ethyl-2-naphthalen-1-yl-1H-imidazol-4-yl)-methoxy-methyl]-piperidine

Participants

Reaction Steps

To a solution of (1-cyclobutyl-piperidin-4-yl)-(1-ethyl-2-naphthalen-1-yl-1H-imidazol-4-yl)-methanol (20 mg) in DMF (2 ml) is added NaH (6 mg, 60%), followed by CH3I (15 mg). The resulting mixture is stirred at rt for 30 min, and then diluted with EtOAc, washed with water and brine, dried and solvent removed. The crude product is purified by column (2% Et3N, 3% MeOH in EtOAc) to afford the title compound as an oil. LCMS 404.1 (M+1). 1H NMR (CDCl3) δ ppm 1.25 (t, 3H), 1.40-2.05 (m, 11H), 2.60 (m, 1H), 2.90 (m, 2H), 3.36 (s, 3H), 3.75 (q, 214), 4.05 (d, 1H), 7.02 (s, 1H), 7.42-7.60 (m, 5H), 7.86-7.96 (m, 2H).

Provenance & Evidence