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[H-].[Na+].[F:3][C:4]([F:14])([F:13])[C:5]1[C:6](=[O:12])[NH:7][C:8](=[O:11])[NH:9][CH:10]=1.Br[CH2:16][CH2:17][CH2:18][O:19][Si:20]([C:23]([CH3:26])([CH3:25])[CH3:24])([CH3:22])[CH3:21]>CN(C=O)C>[C:23]([Si:20]([CH3:22])([CH3:21])[O:19][CH2:18][CH2:17][CH2:16][N:9]1[CH:10]=[C:5]([C:4]([F:13])([F:3])[F:14])[C:6](=[O:12])[NH:7][C:8]1=[O:11])([CH3:26])([CH3:25])[CH3:24]참가 물질
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- 온도
- 0 °C
실험 절차
To a suspension of 50% NaH (0.42 g, 8.7 mmol) in DMF (5 mL), a solution of 5-trifluoromethyl-1H-pyrimidine-2,4-dione (1.2 g, 6.66 mmol) was added drop wise maintaining the temperature at 0° C. The mixture was then heated at 100° C. for 1 hour. After cooling to room temperature, (3-bromo-propoxy)-tert-butyl-dimethyl-silane (2 mL, 8.7 mmol) was added and the reaction was stirred overnight. The solvent was evaporated and the crude was dissolved in a 25%aq solution of citric acid and extracted with Et2O. The organic phase was dried (Na2SO4) and evaporated. The crude was purified by flash chromatography with ethyl acetate-petroleum ether (2-8) to give 0.87 g of 1-[3-(tert-butyl-dimethyl-silanyloxy)-propyl]-5-trifluoromethyl-1H-pyrimidine-2,4-dione (37% yield).
후처리
- temperatureThe mixture was then heated at 100° C. for 1 hour
- temperatureAfter cooling to room temperature
- customThe solvent was evaporated
- dissolutionthe crude was dissolved in a 25%aq solution of citric acid
- extractionextracted with Et2O
- dry with materialThe organic phase was dried (Na2SO4)
- customevaporated
- customThe crude was purified by flash chromatography with ethyl acetate-petroleum ether (2-8)
출처 및 근거
- ORD 기록
- ord-ea365151b023425aaee1271b58ac08e1
- 출처 데이터셋
- uspto-grants-2010_06
- 특허 번호
- US07727988B2
연결된 노트
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