4-Methyl-5-(2-hydroxyethyl)thiazole → 3-Fluoro-N-{4-[2-(4-methyl-1,3-thiazol-5-yl)ethoxy]-1-naphthyl}-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-(4-methylthiazol-5-yl)-ethanol according to conditions described in general procedure D. A pink solid is produced (12 mg). Mp: 221-222° C.; 1H NMR (300 MHz, CDCl3) δ 1.62-1.69 (m, 6H), 2.50 (s, 3H), 3.20-3.27 (m, 5H), 3.40 (t, J=6.3 Hz, 1H), 4.34 (t, J=6.0 Hz, 1H), 4.46 (t, J=6.6 Hz, 1H), 6.73-6.82 (m, 2H), 6.98 (d, J=8.1Hz, 1H), 7.06-7.10 (m, 1H), 7.31-7.35 (m, 1H), 7.50-7.59 (m, 2H), 7.73 (d, J=9.3 Hz, 1H), 7.83 (d, J=7.8 Hz, 1H), 7.93 (s, 1H), 8.32-8.35 (m, 1H), 8.60-8.62 (m, 1H); MS 490 (M+1).

Provenance & Evidence