(2-Methyl-allyl)-[4-methyl-6-(4-trifluoromethyl-phenyl)-pyridin-2-yl]-(4-trifluoromethyl-phenyl)-amine → Isobutyl-[4-methyl-6-(4-trifluoromethyl-phenyl)-pyridin-2-yl]-(4-trifluoromethyl-phenyl)-amine

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Reaction Steps

A solution of (2-methyl-allyl)-[4-methyl-6-(4-trifluoromethyl-phenyl)-pyridin-2-yl]-(4-trifluoromethyl-phenyl)-amine (270 mg, 0.6 mmol), Pd/C (10%, 30 mg) in methanol (30 mL) was hydrogenated for 4 h. The mixture was filtered through Celite, washed with methanol, and evaporated. The residue was dissolved in CH2Cl2, filtered and evaporated to give the product as a white solid (250 mg, 92%). 1H NMR (300 MHz, CDCl3) δ 8.12 (d, J=7.91 Hz, 2H), 7.70 (d, J=8.29 Hz, 2H), 7.58-7.66 (m, 2H), 7.38 (d, J=8.29 Hz, 2H), 7.06 (s, 1H), 6.45 (s, 1H), 3.95 (d, J=7.16 Hz, 2H), 2.25 (s, 3H), 2.10-2.22 (m, 1H), 0.98 (d, J=6.78 Hz, 6H). MS m/e 453.3 (M+H).

Provenance & Evidence