350-03-8

56129-55-6

General procedure for the synthesis of 1-(3-pyridyl)ethylamine from 3-acetylpyridine: 1. 3-Acetylpyridine (0.5 g, 4.1 mmol), potassium carbonate (1.7 g, 12.3 mmol), hydroxylamine hydrochloride (342 mg, 5 mmol), and methanol (10 mL) were mixed and the reaction was stirred for 16 hours at room temperature. 2. After completion of the reaction, the mixture was filtered and the filtrate was collected. 3. Zinc powder (1.3 g, 21 mmol) and ammonium chloride (1.1 g, 21 mmol) were added to the filtrate and stirring was continued at room temperature for 24 hours. 4. At the end of the reaction, water (10 mL) was added to the reaction mixture and filtered again. 5. The filtrate was concentrated and dried to give the white solid product 1-(3-pyridyl)ethylamine in 300 mg yield and 60% yield. Product characterization data: 1H NMR (300 MHz, DMSO-d6) δ 8.52 (d, J = 4.9 Hz, 1H), 8.32 (td, J = 7.7, 1.9 Hz, 1H), 7.68 (d, J = 7.7 Hz, 1H), 7.28 (ddd, J = 7.5, 4.9, 1.1 Hz, 1H), 4.6 (q, J = 6.0 Hz, 1H) , 1.25 (d, J = 6.6 Hz, 3H); MS (ESI) m/z 123.4 [M + 1]+.