Cesium carbonate → HCID 10004727, compound

Participants

Reaction Steps

1,5-bis(2-chlorophenyl)-2-oxo-1,2-dihydro-7-quinolinyl trifluoromethanesulfonate (50 mg, 0.097 mmol), N-isopropylethylenediamine (0.36 ml, 2.885 mmol), racemic BINAP (74 mg, 0.119 mmol), palladium(II) acetate (17 mg, 0.076 mmol), and cesium carbonate (0.14 g, 0.43 mmol) in 1,4-dioxan (4 ml) were heated under reflux under nitrogen for 2 h. The solvent was removed in vacuo, and the residue partitioned between water (8 ml) and dichloromethane (10 ml). The mixture was passed through a hydrophobic frit, and the filtrate passed though two 5 g SCX-2 cartridges, and eluted with methanol followed by 2M ammonia in methanol. The latter fractions were evaporated in vacuo and the residue purified by mass directed autoprep (per general procedure B) to afford the title compound as a gum (5.3 mg, 10%).

Provenance & Evidence