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

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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