Ethyl Acetate → N-{6-[(5-nitropyridin-2-yl)oxy]imidazo[1,2-a]pyridin-2-yl}cyclopropanecarboxamide

Participants

Reaction Steps

To a solution of N-(6-hydroxyimidazo[1,2-a]pyridin-2-yl)cyclopropanecarboxamide (200 mg, 0.921 mmol) and 2-chloro-5-nitropyridine (175 mg, 1.1 mmol) in dimethyl sulfoxide (3 mL) was added cesium carbonate (450 mg, 1.38 mmol), and the mixture was stirred at room temperature for 3 hr. Ethyl acetate, tetrahydrofuran and water were added to the reaction mixture, and the mixture was extracted 3 times with ethyl acetate. The organic layer was washed with saturated brine, dried over anhydrous magnesium sulfate and filtered. The solvent was evaporated under reduced pressure. The obtained residue was washed with ethyl acetate and collected by filtration to give the title compound (111 mg, 36%) as a brown solid.

Provenance & Evidence