(E)-4-Methyl-6-(prop-1-enyl)pyridin-2-amine → 4-Methyl-6-propylpyridin-2-amine

Participants

Reaction Steps

To a solution of (E)-4-methyl-6-(prop-1-enyl)pyridin-2-amine (235 mg, 1.59 mmol) in ethanol (5.29 mL) was added 10% palladium on carbon (169 mg, 159 μmol). The reaction mixture was evacuated and back filled with H2 three times. The mixture was stirred under an atmosphere of hydrogen (balloon at 1 atm) for 16 h, then filtered through a pad of celite. The filtrate was collected, concentrated in vacuo and purified by chromatography (silica, 30 to 60% ethyl acetate in hexanes gradient) to give 4-methyl-6-propylpyridin-2-amine (135 mg, 899 μmol, 57%) as a colorless oil. MS (EI/CI) m/z: 150.8 [M+H].

Provenance & Evidence