Tetrahydrofuran → (6-Chloro-4-methyl-pyridin-2-yl)-(2-methyl-allyl)-(4-trifluoromethyl-phenyl)-amine

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Reaction Steps

To a solution of (6-chloro-4-methyl-pyridin-2-yl)-(4-trifluoromethyl-phenyl)-amine (290 mg, 1.0 mmol) in THF (10 mL) was added NaH (60%, 80 mg, 2.0 mmol) and 1-bromo-3-methylpropene (150 mg, 1.1 mmol). The mixture was microwaved 20 minutes at 120° C. and concentrated. The residue was purified by chromatography on silica gel (10-30% CH2Cl2 in heptane) to give the product as a colorless oil (230 mg, 68%). 1H NMR (300 MHz, CDCl3) δ 7.58 (d, J=8.29 Hz, 2H), 7.34 (d, J=8.67 Hz, 2H), 6.59 (s, 1H), 6.45 (s, 1H), 4.81 (d, J=15.07 Hz, 2H), 4.55 (s, 2H), 2.18 (s, 3H), 1.76 (s, 3H). MS m/e 341.1 (M+H),

Provenance & Evidence