Water → 5-bromo-2-methyl-1H-pyrrolo[2,3-b]pyridine
反応式
[Br:1][C:2]1[CH:3]=[C:4]2[CH:10]=[C:9]([CH3:11])[N:8](S(C3C=CC(Br)=CC=3)(=O)=O)[C:5]2=[N:6][CH:7]=1.[OH-].[Na+].O.CCOC(C)=O>C1COCC1>[Br:1][C:2]1[CH:3]=[C:4]2[CH:10]=[C:9]([CH3:11])[NH:8][C:5]2=[N:6][CH:7]=1参加物
6
実験手順
To a suspension of 5-bromo-1-(4-bromophenylsulfonyl)-2-methyl-1H-pyrrolo[2,3-b]pyridine (B-7-5) (4 g, 11.4 mmol) in THF (20 mL) was added aq. NaOH (20 mL) at room temperature. The mixture was heated to reflux overnight. LC-MS showed the reaction was complete. Water (100 mL) and EtOAc (50 mL×3) were added into the mixture. The organic layer was separated, dried over anhydrous Na2SO4 and concentrated to give crude mixture which was purified via prep. HPLC to afford 5-bromo-2-methyl-1H-pyrrolo[2,3-b]pyridine (B-7-6) (1.2 g, 50.2%) as a white solid.
後処理
- temperatureThe mixture was heated
- temperatureto reflux overnight
- customThe organic layer was separated
- dry with materialdried over anhydrous Na2SO4
- concentrationconcentrated
- customto give crude mixture which
- customwas purified via prep
出典と根拠
- ORDレコード
- ord-e670ddefc83048f3830157dbf17b0f59
- 出典データセット
- uspto-grants-2010_08
- 特許番号
- US07772246B2
反応ノート
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