Piperidine → 1-[3-Chloro-5-[3-(4-fluoro-phenyl)-butoxy]-4-methoxy-2-methyl-6-(2-piperidin-1-yl-ethoxy)-phenyl]-ethanone

Participants

Reaction Steps

Example 8a (90 mg, 0.19 mmol) was reacted with piperidine (8.0 eq.) as described under General Procedure G and the crude mixture was purified by flash chromatography (silica gel, DCM/MeOH 100:0, 49:1) to afford the title compound (40 mg, 43%) as a pale yellow oil. 1H NMR (300 MHz, CDCl3) δ 7.20-7.15 (m, 2H), 7.01-6.95 (m, 2H), 4.07 (t, J=6.0 Hz, 2H), 3.95 (t, J=6.8 Hz, 2H), 3.83 (s, 3H), 3.00 (m, 1H), 2.59 (t, J=6.0 Hz, 3H), 2.50 (s, 3H), 2.45-2.35 (m, 4H), 2.18 (s, 3H), 2.05-1.98 (m, 2H), 1.61-1.54 (m, 4H), 1.46-1.42 (m, 2H), 1.24 (d, J=6.9 Hz, 3H). MS (ES+) m/z 492.3 (M+H+).

Provenance & Evidence