2-(4-Trifluoromethylphenyl)-5-pent-1-ynylpyrimidine → 2-(4-Trifluoromethylphenyl)-5-pentylpyrimidine

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Reaction Steps

--The pentynylphenylpyrimidine 40 (1.00 g, 3.45 mmol) was hydrogenated over 5% Pd/C in ethyl acetate to give the arylpentylpyrimidine 41 (0.96 g, 95%) (from MeOH/H2O), transitions/° C. K 51.0 (SA 42.1) 1; νmax /cm-1 (KBr) 2930, 2860, 1545, 1430, 1315s, 1165, 1140, 1070 and 1015, δ 0.91 (3H, t, Me), 1.37 (4H, m), 1.69 (2H, quint, ArCH2CH2), 2.66 (2H, t, ArCH2), 7.75 (2H, d, 3'- and 5'-H), 8.54(2H, d, 2'- and 6'-H) and 8.66 (2H, s, 4- and 6-H); m/z 294 (M+), 275, 251, 237 (M+ -C4H9), 224, 210 and 172.

Provenance & Evidence