2-Chlorophenylboronic acid → HCID 57722982, compound

Participants

Reaction Steps

5-Bromo-1-(2-chlorophenyl)-7-methoxy-3,4-dihydro-2(1H)-quinolinone (2.10 g, 5.728 mmol), and 2-chlorophenylboronic acid (1.77 g, 11.32 mmol) were dissolved in toluene (40 ml)-ethanol (15 ml), and 1M aqueous sodium carbonate (15 ml) added. Nitrogen gas was passed through the mixture for 2 min., then tetrakis(triphenylphosphine)-palladium(0) (0.3 g) added, and the mixture stirred under reflux under nitrogen for 3.5 h. The organic phase was separated, dried (Na2SO4), and evaporated in vacuo and the residue purified by flash chromatography over silica (70 g) eluting with cyclohexane-ethyl acetate gradient to afford the title compound as a white solid (1.98 g, 87%)

Provenance & Evidence