Water → 6-Methoxy-4-[(2R)-oxiran-2-ylmethyl]pyrido[2,3-b]pyrazin-3(4H)-one

In dimethylformamide (140 ml) was dissolved 6-methoxypyrido[2,3-b]pyrazin-3(4H)-one (5.0 g, 28.22 mmol), and sodium hydride (1.35 g, 31.04 mmol) was then added to the solution under cooling on ice. The obtained mixture was stirred at room temperature for 1.5 hours. The reaction solution was cooled on ice again, and (S)-glycidyl 3-nitrobenzenesulfonate (8.78 g, 33.86 mmol) was then added thereto. While slowly raising the temperature to room temperature, the mixture was stirred for 15 hours. Thereafter, water was added to the reaction solution, and it was then extracted with ethyl acetate. The resultant was washed with saturated sodium chloride solution, and it was then dried over anhydrous sodium sulfate. The solvent was removed under reduced pressure, and the obtained residue was then purified by silica gel column chromatography (hexane/ethyl acetate) to yield 4.98 g (76%) of the above-captioned compound in the form of a white solid.

1. additionwas then added to the solution
2. temperatureunder cooling on ice
3. temperatureThe reaction solution was cooled on ice again
4. temperatureWhile slowly raising the temperature to room temperature
5. stirringthe mixture was stirred for 15 hours
6. extractionwas then extracted with ethyl acetate
7. washThe resultant was washed with saturated sodium chloride solution, and it
8. dry with materialwas then dried over anhydrous sodium sulfate
9. customThe solvent was removed under reduced pressure
10. customthe obtained residue was then purified by silica gel column chromatography (hexane/ethyl acetate)

ORD 기록

ord-8822fdd0bf224cc1b7e718947f5960fc

출처 데이터셋

uspto-grants-2015_02

DOI

10.6084/m9.figshare.5104873.v1

특허 번호

US08952010B2