2-(2',3'-Difluoro-4'-octyloxyphenyl)-5-non-1-ynylpyrimidine → 2-[2,3-Difluoro-4-(octyloxy)phenyl]-5-nonylpyrimidine

Participants

Reaction Steps

-The nonynylpyrimidine 38 (1.50 g, 3.39 mmol) was hydrogenated over 5% Pd/C in ethyl acetate to give the nonylpyrimidine 39 (1.39 g, 92%) (from MeOH/EtOH), transitions/° C. K 42.8 SC 53.6 I; νmax /cm-1 (KBr) 2920, 2950, 1625, 1540, 1475, 1465, 1430, 1310, 1200 and 1080s; δ 0.90 (6 H, m, Me x 2), 1.16-1.56 (22 H, m), 1.67 (2 H, quint, ArCH2CH2), 1.85 (2 H, quint, OCH2CH2), 2.63 (2 H, t, ArCH2), 4.10 (2 H, t, OCH2), 6.82 (1 H, ddd, J 8.5, 8 and 2, 5'-H), 7.80 (1 H, ddd, J 8.5, 8 and 2, 6'-H) and 8.65 (2 H, s, 4- and 6-H); m/z 446 (M+), 334, 305, 277, 263, 249, 235 and 222.

Provenance & Evidence