Benzenepropanoic acid, 4-hydroxy-, methyl ester → Methyl 3-[4-[1-(4-pyridyl)piperidin-4-yl]methoxyphenyl]propionate

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Following the method of Example 96, but starting from 4-(4-hydroxymethylpiperidin-1-yl)pyridine and methyl 3-(4-hydroxyphenyl)propionate, the title compound was prepared in 14% yield: m.p. 96.5°-98.5° C.; NMR (d6DMSO) δ 8.13(2H, d), 7.11(2H, d), 6.83(4H, m), 3.97(2H, dm), 3.81(2H, d), 3.56(3H, s), 2.87(2H, dr), 2.77(2H, t), 2.57(2H, t), 2.01(1H, m), 1.84(2H, m), 1.30(2H, m); m/e 355 (M+H)+ ; calculated for C21H26 N2O3.0.75H2O: C, 68.5; H, 7.2; N, 7.8. found: C, 68.5; H, 7.5; N, 7.6%.

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