3,4-Dimethoxyphenethyl alcohol → N-{4-[2-(3,4-Dimethoxyphenyl)ethoxy]-1-naphthyl}-3-fluoro-5-piperidin-1-ylbenzamide

Participants

Reaction Steps

Compound is prepared from tert-butyl (4-hydroxy-1-naphthyl)carbamate, 3-fluoro-5-piperidin-1-yl-benzoic acid and 2-(3,4-Dimethoxy-phenyl)-ethanol according to conditions described in general procedure D. A deep pink solid is produced (42 mg). Mp: 158-160° C.; 1H NMR (300 MHz, CDCl3) δ 1.60-1.68 (m, 6H), 3.00 (d, J=6.3 Hz, 1H), 3.18-3.27 (m, 5H), 3.85-3.87 (m, 6H), 4.35 (d, J=6.6 Hz, 1H), 4.48 (d, J=7.2 Hz, 1H), 6.71-6.91 (m, 4H), 6.98 (d, J=7.8 Hz, 1H), 7.08 (d, J=8.4 Hz, 1H), 7.30-7.34 (m, 1H), 7.46-7.56 (m, 2H), 7.69 (d, J=7.8 Hz, 1H), 7.82 (d, J=7.8 Hz, 1H), 7.94 (s, 1H), 8.33 (d, J=9.0 Hz, 1H); MS 529 (M+1).

Provenance & Evidence