Iodobenzene → HCID 57505773, compound

Participants

Reaction Conditions

Reaction Steps

A mixture of N-{3-[(2-aminoimidazo[1,2-b]pyridazin-6-yl)oxy]phenyl}-3-(trifluoromethyl)benzamide (100 mg, 0.242 mmol), iodobenzene (32 μl, 0.290 mmol), tris(dibenzylideneacetone)dipalladium (0) (11 mg, 24.2 μmol), dicyclohexyl(2′,4′,6′-triisopropylbiphenyl-2-yl)phosphine (23 mg, 48.4 μmol), sodium tert-butoxide (34 mg, 0.362 mmol) and toluene (2 mL) was stirred under an argon atmosphere with heating at 80° C. for 5 hr. After the reaction mixture was allowed to cool to room temperature, saturated aqueous sodium hydrogencarbonate solution was added to the mixture, and the mixture was extracted with ethyl acetate. The extract was washed with saturated brine, dried over anhydrous magnesium sulfate, and filtrated. The solvent was evaporated under reduced pressure, and the residue was purified by silica gel column chromatography (ethyl acetate/hexane=0/100→50/50) to give the title compound (19 mg, 16%) as a pale-green powder.

Provenance & Evidence