반응식
[Br:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][CH:11]=1)[N:8]=[C:7]([C:12]([OH:18])([CH3:17])[C:13]([F:16])([F:15])[F:14])[CH:6]=[CH:5]2.[H-].[Na+].[CH3:21][S:22](Cl)(=[O:24])=[O:23]>C1COCC1>[CH3:21][S:22]([O:18][C:12]([C:7]1[CH:6]=[CH:5][C:4]2[C:9](=[CH:10][CH:11]=[C:2]([Br:1])[CH:3]=2)[N:8]=1)([CH3:17])[C:13]([F:15])([F:14])[F:16])(=[O:24])=[O:23]참가 물질
실험 절차
To a solution of of 2-(6-bromoquinolin-2-yl)-1,1,1-trifluoropropan-2-ol (1.93 g, 6.03 mmol) in THF (20 ml) was added sodium hydride (241 mg, 7.23 mmol) portionwise at 0° C. and the mixture was stirred at room temperature for 1 hour. A solution of methanesulfonyl chloride (829 mg, 7.23 mmol) in THF (2 ml) was added at 0°. Then the reaction mixture was stirred at room temperature for 16 hours. The mixture was quenched with saturated sodium bicarbonate aqueous solution, and the product was extracted with ethyl acetate which was dried over sodium sulfate. Then, filtration, evaporation and purification through silica gel column chromatography, eluting with hexane/ethyl acetate (15:1 to 5:1), furnished the title compound (1.11 g, 46% yield) as a white solid. 1H NMR (300 MHz, CDCl3) δ 2.45 (3H, s), 3.24 (3H, s), 7.81-7.86 (2H, m), 7.96-8.05 (2H, m), 8.17 (1H, d, J=8.8 Hz). MS (ESI): m/z 397, 399 (M+H)+.
후처리
- stirringThen the reaction mixture was stirred at room temperature for 16 hours
- customThe mixture was quenched with saturated sodium bicarbonate aqueous solution
- extractionthe product was extracted with ethyl acetate which
- dry with materialwas dried over sodium sulfate
- filtrationThen, filtration, evaporation and purification through silica gel column chromatography
- washeluting with hexane/ethyl acetate (15:1 to 5:1)
출처 및 근거
- ORD 기록
- ord-cc783c4763174603acb41eb320c33e09
- 출처 데이터셋
- uspto-grants-2012_04
- 특허 번호
- US08158650B2
연결된 노트
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