Water → Ethyl 2-(2-methylimidazo[1,2-a]pyridin-5-yl)cyclopropanecarboxylate

To a suspension of 60% sodium hydride (1.10 g, 25.3 mmol) in dimethyl sulfoxide (50 mL) was added trimethylsulfoxonium iodide (5.56 g, 25.3 mmol) at 0° C., and the mixture was stirred at room temperature for 1 hr. To the reaction mixture was added a solution of ethyl (2E)-3-(2-methylimidazo[1,2-a]pyridin-5-yl)acrylate (4.85 g, 21.1 mmol) in dimethyl sulfoxide (100 mL) at 0° C., and the mixture was stirred at room temperature for 4 hr. Water was added, and the mixture was extracted with ethyl acetate. The extract was washed with saturated brine, and dried over anhydrous sodium sulfate, and the solvent was evaporated under reduced pressure. The residue was purified by silica gel column chromatography (ethyl acetate/hexane=33/67) to give the title compound (3.40 g, yield 66%).

1. stirringthe mixture was stirred at room temperature for 4 hr
2. extractionthe mixture was extracted with ethyl acetate
3. washThe extract was washed with saturated brine
4. dry with materialdried over anhydrous sodium sulfate
5. customthe solvent was evaporated under reduced pressure
6. customThe residue was purified by silica gel column chromatography (ethyl acetate/hexane=33/67)

ORD 기록

ord-10b30d4f7722499f9c5ed9b5c99b6a6a

출처 데이터셋

uspto-grants-2012_02

DOI

10.6084/m9.figshare.5104873.v1

특허 번호

US08110585B2