反应详情

温度

110 °C

Add benzoyl chloride (0.062 mL, 0.534 mmol) to a solution of 3-(1-methyl-piperidin-4-yloxy)-phenylamine (preparation 28, 102 mg, 0.494 mmol) in dioxane (3.5 mL) in a sealed tube and heat at 110° C. for 2 hr. Purification by SCX column, eluting with ammonia (2.0 N in methanol) gives the title compound as the free base (137 mg, 91%). Dissolve the residue in diethyl ether and treat with ethereal hydrogen chloride (1.0 M). Triturate the resulting gum with ether to give the title compound as the hydrochloride salt (139 mg, off-white solid). Mass spectrum (free base, ion spray): m/z=311.2 (M+1), 1H NMR (free base, CDCl3): 7.97 (bs, N—H), 7.85-7.82 (m, 2H), 7.52 (tt, J=1.3 Hz, 7.3 Hz, 1H), 7.49-7.42 (m, 3H), 7.22 (t, J=8.1 Hz, 1H), 7.05 (d, J=8.1 Hz, 1H), 6.69 (dd, J=2.1 Hz, 8.3 Hz, 1H), 4.38-4.30 (bm, 1H), 2.72-2.62 (bm, 2H), 2.35-2.23 (bm, 5H), 2.04-1.96 (bm, 2H), 1.89-1.79 (bm, 2H). Analysis calculated for C19H23ClN2O2.0.6H2O: C, 63.80; H, 6.82; N, 7.83. Found C, 63.67; H, 6.62; N, 7.83.

1. customPurification by SCX column
2. washeluting with ammonia (2.0 N in methanol)