Potassium Carbonate → 1-(6-chloro-1-propyl-1H-indol-3-yl)-2,2,2-trifluoro-ethanone
반응식
[Cl:1][C:2]1[CH:10]=[C:9]2[C:5]([C:6]([C:11](=[O:16])[C:12]([F:15])([F:14])[F:13])=[CH:7][NH:8]2)=[CH:4][CH:3]=1.C(=O)([O-])[O-].[K+].[K+].I[CH2:24][CH2:25][CH3:26]>CN(C)C=O>[Cl:1][C:2]1[CH:10]=[C:9]2[C:5]([C:6]([C:11](=[O:16])[C:12]([F:13])([F:14])[F:15])=[CH:7][N:8]2[CH2:24][CH2:25][CH3:26])=[CH:4][CH:3]=1참가 물질
반응 조건
- 온도
- 25 °C
실험 절차
A mixture of 1-(6-chloro-1H-indol-3-yl)-2,2,2-trifluoro-ethanone (200 mg, 0.81 mmol) and potassium carbonate (214 mg, 2.02 mmol) in N,N-dimethylformamide (4 mL) was stirred at 25° C. for 30 min. At this time, the reaction was treated with 1-iodopropane (0.12 mL, 1.21 mmol) and heated at 60° C. for 5 h. The reaction mixture was cooled to 25° C. and then concentrated in vacuo. The residue was diluted with ethyl acetate (50 mL) and was washed with a saturated aqueous sodium bicarbonate solution (1×50 mL), water (2×50 mL) and a saturated aqueous sodium chloride solution (1×50 mL). The organic layer was dried over magnesium sulfate, filtered, and concentrated in vacuo to afford 1-(6-chloro-1-propyl-1H-indol-3-yl)-2,2,2-trifluoro-ethanone (277.1 mg) as an orange solid which was used without further purification or characterization.
후처리
- temperatureheated at 60° C. for 5 h
- temperatureThe reaction mixture was cooled to 25° C.
- concentrationconcentrated in vacuo
- additionThe residue was diluted with ethyl acetate (50 mL)
- washwas washed with a saturated aqueous sodium bicarbonate solution (1×50 mL), water (2×50 mL)
- dry with materialThe organic layer was dried over magnesium sulfate
- filtrationfiltered
- concentrationconcentrated in vacuo
출처 및 근거
- ORD 기록
- ord-c63f149e96e54a13a43b452b9ef69eee
- 출처 데이터셋
- uspto-grants-2005_04
- 특허 번호
- US06881844B2
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