Cesium fluoride → HCID 89876220, compound

Participants

Reaction Conditions

Reaction Steps

6-bromo-4-(2,3-dichloroindol-1-yl)-5-methoxy-2-methyl-pyridazin-3-one (0.600 g, 1.49 mmol), 1,1′-bis(diphenylphosphino)ferrocene-palladium(II)dichloride dichloromethane complex (0.0608 g, 0.0744 mmol) and cesium fluoride (0.476 g, 2.98 mmol) are suspending in DME (3 mL) and 2-isopropenyl-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (330 μL, 1.79 mmol) is added. The resulting reaction mixture is heated under microwave irradiation to 150° C. for 20 min. The resulting reaction mixture is diluted with EtOAc (50 mL) and then washed with brine (50 mL). The organic layer was dried (MgSO4) and then concentrated under reduced pressure onto silica. Purification by flash chromatography (combiflash, 0 to 20% EtOAc/isohexane) afforded the desired product 4-(2,3-dichloroindol-1-yl)-6-isopropenyl-5-methoxy-2-methyl-pyridazin-3-one (503 mg, 1.38 mmol, 93%) as a pale brown oil.

Provenance & Evidence