3-bromo-5-(1H-imidazol-1-yl)pyridine synthesis

Yield:263868-66-2 46%

Reaction Conditions:

with copper(l) iodide;potassium acetate;L-proline in N,N-dimethyl-formamide at 85; for 12 h;Inert atmosphere;

Steps:

1.I-1.B

A solution of 3,5-dibromopyridine (3 g, 12.7 mmol), L-Proline (0.15 g, 1.3 mmol), imidazole (1.73 g, 25.4 mmol), AcOK (6.5 g, 66.3 mmol) and CuI (0.49 g, 2.6 mmol) in DMF (40 mL) was stirred under N₂ and at 85⁰C for 12 h. The solution was filtered to remove the catalyst. The residue remaining was diluted with Η₂O and was extracted with EA and the organic layer was washed with brine, dried over Na₂SO₄ to give 3-bromo-5-(lH-imidazol-l-yl)pyridine (1.3 g, 46%). MS (m/z) (MT+Η): 224 and 226.

References:

WO2009/155527,2009,A2 Location in patent:Page/Page column 128