Potassium Carbonate → HCID 86038278, compound

Participants

Reaction Steps

A mixture of 2-chloro-5-(chloromethyl)pyridine 1-oxide (0.5 g, 2.8 mmol; described in: Tilley, J. W. et al, J. Heterocyclic Chem. 1979, 16, 333), 1-methylpiperazine (0.34 g, 3.37 mmol), and potassium carbonate (0.78 g, 5.62 mmol) in acetonitrile (5 mL) was stirred at room temperature for 13 h. The solvent was removed in vacuo and the residue was purified on a silica gel column using a gradient dichloromethane/methanol, (100:1 to 2:1), as the eluent affording 0.57 g (84% yield) of the title compound as a colorless solid: 1H NMR (CDCl3, 400 MHz) δ 8.34 (s, 1H), 7.38 (d, J=8 Hz, 1H), 7.12 (d, J=8 Hz, 1H), 3.42 (s, 2H), 2.52 (s, 8H), 2.34 (m, 3H); 13C NMR (CDCl3, 100 MHz) δ 140.6, 140.6, 136.3, 126.7, 58.9, 55.0, 52.6, 45.8; MS (ESP) m/z 242 (M++1).

Provenance & Evidence