1-[5-(2-Ethoxy-2-oxoethoxy)-6-nitropyridin-2-yl]-5-oxopyrrolidin-3-carboxylic acid methyl ester → 5-Oxo-1-(3-oxo-3,4-dihydro-2H-pyrido[3,2-b][1,4]oxazin-6-yl)pyrrolidin-3-carboxylic acid methyl ester
반응식
[CH3:1][O:2][C:3]([CH:5]1[CH2:9][C:8](=[O:10])[N:7]([C:11]2[CH:16]=[CH:15][C:14]([O:17][CH2:18][C:19](OCC)=[O:20])=[C:13]([N+:24]([O-])=O)[N:12]=2)[CH2:6]1)=[O:4]>C(O)(=O)C>[CH3:1][O:2][C:3]([CH:5]1[CH2:9][C:8](=[O:10])[N:7]([C:11]2[CH:16]=[CH:15][C:14]3[O:17][CH2:18][C:19](=[O:20])[NH:24][C:13]=3[N:12]=2)[CH2:6]1)=[O:4]참가 물질
반응 조건
- 온도
- 85 °C
실험 절차
Reduced iron (55.7 mg, 0.996 mmol) was added to a solution of 1-[5-(2-ethoxy-2-oxoethoxy)-6-nitropyridin-2-yl]-5-oxopyrrolidin-3-carboxylic acid methyl ester (122 mg, 0.332 mmol) in acetic acid (1.2 ml) and the mixture was stirred at 85° C. for 2 hours. After cooling, the insoluble material was removed by filtration and the filtrate was concentrated under reduced pressure. The residue was dissolved in dichloromethane, a saturated sodium hydrogen carbonate aqueous solution was added thereto and the mixture was stirred for 10 minutes. The organic layer was separated, dried over anhydrous magnesium sulfate and then the solvent was removed under reduced pressure to yield 81 mg (84%) of the title compound in the form of a colorless solid.
후처리
- temperatureAfter cooling
- customthe insoluble material was removed by filtration
- concentrationthe filtrate was concentrated under reduced pressure
- dissolutionThe residue was dissolved in dichloromethane
- additiona saturated sodium hydrogen carbonate aqueous solution was added
- stirringthe mixture was stirred for 10 minutes
- customThe organic layer was separated
- dry with materialdried over anhydrous magnesium sulfate
- customthe solvent was removed under reduced pressure
출처 및 근거
- ORD 기록
- ord-52087f489c5646dc83d90c40f9ed0711
- 출처 데이터셋
- uspto-grants-2015_02
- 특허 번호
- US08952010B2
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