Potassium Carbonate → HCID 86596310, compound

Participants

Reaction Conditions

Reaction Steps

To a solution of 2-chloro-5-(chloromethyl)pyridine (1.0 g, 6.17 mmole) in 11 mL of dry acetonitrile is added 1.06 mL (12.3 mmol) of methylethylamine followed by 850 mg (6.17 mmol) of potassium carbonate. The reaction is heated at 80° C. for 5 h. After cooling, the reaction mixture is quenched with 5 mL of water, extracted three-times with methylene chloride, and dried over sodium sulfate. Concentration of the solvent provided an oil which was purified by silica gel chromatography to provide 1.0 g (87% yield) of 1-(6-Chloro-pyridin-3-ylmethyl)-methylethylamine. Diagnostic 1H NMR (400 MHz, CDCl3) 1.06 (t, 3H, J=7.1 Hz), 2.14 (s, 3H), 2.40 (q, 2H, J=7.1 Hz), 3.43 (s, 2H), 7.25 (d, 1H, J=8.2 Hz), 7.62 (dd, 1H, J=8.2 and 5.8 Hz); MS (187.2 (M+H).

Provenance & Evidence