Ethanol → Ethyl 2-(6,7-dimethoxy-quinolin-4-ylsulfanyl)-5-fluoro-benzoate
反応式
[CH3:1][O:2][C:3]1[CH:4]=[C:5]2[C:10](=[CH:11][C:12]=1[O:13][CH3:14])[N:9]=[CH:8][CH:7]=[C:6]2[S:15][C:16]1[CH:24]=[CH:23][C:22]([F:25])=[CH:21][C:17]=1[C:18]([OH:20])=[O:19].S(Cl)(Cl)=O.[CH2:30](O)[CH3:31]>>[CH3:1][O:2][C:3]1[CH:4]=[C:5]2[C:10](=[CH:11][C:12]=1[O:13][CH3:14])[N:9]=[CH:8][CH:7]=[C:6]2[S:15][C:16]1[CH:24]=[CH:23][C:22]([F:25])=[CH:21][C:17]=1[C:18]([O:20][CH2:30][CH3:31])=[O:19]参加物
反応条件
- 温度
- 0 °C
実験手順
2-(6,7-Dimethoxy-quinolin-4-ylsulfanyl)-5-fluoro-benzoic acid (76 mg) was suspended in ethanol (387 mg), and the suspension was cooled at 0° C. Thionyl chloride (50 mg) was gradually added dropwise thereto, and the mixture was then heated under reflux for 20 min. The solvent was removed by distillation under the reduced pressure, water was added to the residue, and the mixture was neutralized with a 20% aqueous sodium hydroxide solution and was then extracted with ethyl acetate. Next, the ethyl acetate layer was washed with water and saturated brine and was dried over anhydrous sodium sulfate. The solvent was removed by distillation under the reduced pressure, and the residue was purified by column chromatography using acetone-hexane to give the title compound (68 mg, 84%).
後処理
- temperaturethe mixture was then heated
- temperatureunder reflux for 20 min
- customThe solvent was removed by distillation under the reduced pressure, water
- additionwas added to the residue
- extractionwas then extracted with ethyl acetate
- washNext, the ethyl acetate layer was washed with water and saturated brine
- dry with materialwas dried over anhydrous sodium sulfate
- customThe solvent was removed by distillation under the reduced pressure
- customthe residue was purified by column chromatography
出典と根拠
- ORDレコード
- ord-ab1cd4f2ce044492810a09c0dc77ac37
- 出典データセット
- uspto-grants-2009_07
- 特許番号
- US07560558B2
反応ノート
読み込み中…