Cesium carbonate → N-[6-(2-fluoro-4-nitrophenoxy)-3-methylimidazo[1,2-a]pyridin-2-yl]cyclopropanecarboxamide

To a solution of N-(6-hydroxy-3-methylimidazo[1,2-a]pyridin-2-yl)cyclopropanecarboxamide (65 mg, 0.281 mmol) and 1,2-difluoro-4-nitrobenzene (37 μL, 0.337 mmol) in dimethyl sulfoxide (1 mL) was added cesium carbonate (137 mg, 0.422 mmol), and the mixture was stirred overnight at room temperature. Ethyl acetate and saturated aqueous ammonium chloride solution 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 purified by silica gel column chromatography (ethyl acetate/hexane=1/1→ethyl acetate alone) to give the title compound (80 mg, 77%) as a white solid.

1. extractionthe mixture was extracted 3 times with ethyl acetate
2. washThe organic layer was washed with saturated brine
3. dry with materialdried over anhydrous magnesium sulfate
4. filtrationfiltered
5. customThe solvent was evaporated under reduced pressure
6. customThe obtained residue was purified by silica gel column chromatography (ethyl acetate/hexane=1/1→ethyl acetate alone)

ORD 기록

ord-864ece1fe8304ded8c2768990ac9f0f3

출처 데이터셋

uspto-grants-2013_05

DOI

10.6084/m9.figshare.5104873.v1

특허 번호

US08445509B2