Hydrochloric Acid → 3-(4,4-difluoro-3-methylene-3,4-dihydro-2H-pyrrol-5-yl)-2-(trifluoromethyl)pyridine
반응식
[F:1][C:2]([F:26])([C:14](=O)[C:15]1[C:16]([C:21]([F:24])([F:23])[F:22])=[N:17][CH:18]=[CH:19][CH:20]=1)[C:3](=[CH2:13])[CH2:4][NH:5]C(=O)OC(C)(C)C.Cl>C(O)(=O)C>[F:1][C:2]1([F:26])[C:14]([C:15]2[C:16]([C:21]([F:24])([F:23])[F:22])=[N:17][CH:18]=[CH:19][CH:20]=2)=[N:5][CH2:4][C:3]1=[CH2:13]참가 물질
실험 절차
To a solution of tert-butyl {3,3-difluoro-2-methylene-4-oxo-4-[2-(trifluoromethyl)pyridin-3-yl]butyl}carbamate (3.25 g) in acetic acid (10 mL) was added dropwise concentrated hydrochloric acid (3 mL). The obtained mixture was stirred at room temperature for 2 hr, and concentrated under reduced pressure. Saturated aqueous sodium hydrogen carbonate solution was added to the residue, and the mixture was extracted with ethyl acetate. The extract was washed successively with saturated aqueous sodium hydrogen carbonate solution, water and saturated brine, dried over anhydrous magnesium sulfate, and concentrated under reduced pressure. The residue was purified by silica gel column chromatography (eluent: hexane:ethyl acetate=3:1) to give the title compound as a yellow oil (yield 1.85 g, 83%).
후처리
- concentrationconcentrated under reduced pressure
- additionSaturated aqueous sodium hydrogen carbonate solution was added to the residue
- extractionthe mixture was extracted with ethyl acetate
- washThe extract was washed successively with saturated aqueous sodium hydrogen carbonate solution, water and saturated brine
- dry with materialdried over anhydrous magnesium sulfate
- concentrationconcentrated under reduced pressure
- customThe residue was purified by silica gel column chromatography (eluent: hexane:ethyl acetate=3:1)
출처 및 근거
- ORD 기록
- ord-9949bf2518124358ba8426c940446693
- 출처 데이터셋
- uspto-grants-2015_01
- 특허 번호
- US08933105B2
반응 노트
불러오는 중…