Ethyl acetate hexane → (+/-)-2,6-Diisopropyl-3-hydroxymethyl-4-(4-fluorophenyl)-5-(1-methoxy-pentyl)pyridine

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Reaction Steps

The title compound was prepared from (±)-2,6-diisopropyl-3-hydroxymethyl-4-(4-fluorophenyl)-5-(1-hydroxypentyl)pyridine (Example 95) according to the procedures described in Example 98. 1H NMR (300 MHz, CDCl3): δ 7.10 (m, 4 H), 4.32 (m, 2 H), 3.92 (m, 1 H), 3.76 (septet, J=7.0 Hz, 1 H), 3.42 (septet, J=6.6 Hz, 1 H), 3.12 (s, 3 H), 1.87 (m, 1 H), 1.52 (m, 2 H), 1.19 (m, 16 H), 0.821 (t, J=7.4 Hz, 3 H). FAB-MS: calcd for (C24H34NFO2) 387, found 388 (M+H). Anal. Calcd for C24H34NO2F: C, 74.38; H, 8.84; N, 3.61; F, 4.90. Found: C, 74.38; H, 8.82; N, 3.45; F, 4.90. mp 121-123° C. Rf=0.5 (20% ethyl acetate/hexane).

Provenance & Evidence