Ethanol → 4-(4-Bromo-3-fluorophenyl)pyridine

Participants

Reaction Steps

Sodium carbonate (0.86 g, 0.0081 mol) in water (3.0 mL, 0.17 mol) was added to a mixture of 4-pyridinylboronic acid (0.5 g, 0.004 mol), 1-bromo-2-fluoro-4-iodobenzene (1.5 g, 0.0049 mol), and tetrakis(triphenylphosphine)palladium(0) (0.02 g, 0.00002 mol) in toluene (6.0 mL, 0.056 mol) and ethanol (3.0 mL, 0.051 mol). The resulting mixture was irradiated by microwave at 120° C. for 30 min. The reaction mixture was extracted with EtOAc and the combined organic layers were dried over Na2SO4, filtered, and concented in-vacuo. The residue was purified by CombiFlash (EtOAc in hexanes: 40%) to afford the desired product.

Provenance & Evidence