4-Aminophenol → N-[6-(4-aminophenoxy)imidazo[1,2-b]pyridazin-2-yl]cyclopropanecarboxamide

Participants

Reaction Steps

To a solution of 4-aminophenol (0.33 g, 3.05 mmol) in N,N-dimethylformamide (10 mL) was added potassium tert-butoxide (0.36 g, 3.17 mmol), and the mixture was stirred at room temperature for 2 hr. N (6-Iodoimidazo[1,2-b]pyridazin-2-yl)cyclopropanecarboxamide (0.80 g, 2.44 mmol) and potassium carbonate (0.17 g, 1.22 mmol) were added to the reaction mixture, and the mixture was stirred using a microwave synthesizer with heating at 150° C. for 30 min. After cooling the reaction mixture, saturated brine was added to the mixture, and the mixture was extracted with ethyl acetate/tetrahydrofuran, 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 (hexane/ethyl acetate=1/2→ethyl acetate) to give the title compound (376 mg, 50%) as a dark brown powder.

Provenance & Evidence