Water → 3-Bromo-2-(difluoromethoxy)-5-methylpyridine
반응식
[Br:1][C:2]1[C:3]([OH:9])=[N:4][CH:5]=[C:6]([CH3:8])[CH:7]=1.[F:10][C:11]([F:19])(S(F)(=O)=O)C(O)=O.C(=O)([O-])[O-].[Na+].[Na+].O>C(#N)C>[Br:1][C:2]1[C:3]([O:9][CH:11]([F:19])[F:10])=[N:4][CH:5]=[C:6]([CH3:8])[CH:7]=1참가 물질
6
실험 절차
To a solution of 3-bromo-5-methylpyridin-2-ol (25.0 g, 0.13 mol) in ACN (100 mL) was added 2,2-difluoro-2-(fluorosulfonyl)acetic acid (23.7 g, 0.13 mol) and sodium carbonate (28.2 g, 0.270 mol). The reaction mixture was stirred at room temperature overnight. Water was added to the reaction mixture, and the reaction mixture was extracted with DCM. The combined organic layers were dried (Na2SO4), and the solvent was removed under reduced pressure. Purification (FCC, SiO2, 0-10%, EtOAc/hexanes) afforded the title compound as an off-white solid (22 g, 70%). M+H]=238.09/240.09.
후처리
- extractionthe reaction mixture was extracted with DCM
- dry with materialThe combined organic layers were dried (Na2SO4)
- customthe solvent was removed under reduced pressure
- customPurification (FCC, SiO2, 0-10%, EtOAc/hexanes)
출처 및 근거
- ORD 기록
- ord-12aeb3dfb9cb42a7816848d2b508c726
- 출처 데이터셋
- uspto-grants-2015_05
- 특허 번호
- US09040692B2
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