Dichloromethane → 5-Chloro-4-fluoro-1H-pyrrolo[2,3-B]pyridine
反応式
[Cl:1][C:2]1[C:3]([F:21])=[C:4]2[CH:10]=[CH:9][N:8]([Si](C(C)C)(C(C)C)C(C)C)[C:5]2=[N:6][CH:7]=1.CCCC[N+](CCCC)(CCCC)CCCC.[F-].C(Cl)Cl>C1COCC1>[Cl:1][C:2]1[C:3]([F:21])=[C:4]2[CH:10]=[CH:9][NH:8][C:5]2=[N:6][CH:7]=1参加物
5
実験手順
5-Chloro-4-fluoro-1-(triisopropylsilyl)-1H-pyrrolo[2,3-b]pyridine (3.0 g, 9.2 mmol) in THF (15 mL) at 0° C. was treated dropwise with TBAF (10.1 mL, 10.1 mmol). After 30 minutes, the reaction was quenched with saturated aqueous NaHCO3 and extracted into CH2Cl2. The combined organic fractions were dried (MgSO4), filtered, and concentrated in vacuo. The crude was purified by flash chromatography on silica gel using 1.2% MeOH:CH2Cl2 to provide 5-chloro-4-fluoro-1H-pyrrolo[2,3-b]pyridine (1.4 g, 89% yield).
後処理
- customthe reaction was quenched with saturated aqueous NaHCO3
- extractionextracted into CH2Cl2
- dry with materialThe combined organic fractions were dried (MgSO4)
- filtrationfiltered
- concentrationconcentrated in vacuo
- customThe crude was purified by flash chromatography on silica gel using 1.2% MeOH
出典と根拠
- ORDレコード
- ord-caf901fffa5c41b7bf32157188433bdc
- 出典データセット
- uspto-grants-2014_06
- 特許番号
- US08758830B2
反応ノート
読み込み中…