Hydrogen Peroxide → 7-Bromo-2-(2,6-dichlorophenyl)-2H-pyrazolo[4,3-c]pyridine-5-oxide

HRID 626731노트

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HRID 626731 반응식
[Br:1][C:2]1[C:3]2[C:4](=[CH:8][N:9]([C:11]3[C:16]([Cl:17])=[CH:15][CH:14]=[CH:13][C:12]=3[Cl:18])[N:10]=2)[CH:5]=[N:6][CH:7]=1.[OH:19]O>C(Cl)Cl.C[Re](=O)(=O)=O>[Br:1][C:2]1[C:3]2[C:4](=[CH:8][N:9]([C:11]3[C:16]([Cl:17])=[CH:15][CH:14]=[CH:13][C:12]=3[Cl:18])[N:10]=2)[CH:5]=[N+:6]([O-:19])[CH:7]=1

참가 물질

5

반응물 2

HCID 784Hydrogen PeroxideHCID 696713917-bromo-2-(2,6-dichlorophenyl)-2H-pyrazolo[4,3-c]pyridine

생성물 1

HCID 696713397-Bromo-2-(2,6-dichlorophenyl)-2H-pyrazolo[4,3-c]pyridine-5-oxide수율 47.4%

시약·촉매·용매 2

HCID 178477782HCID 178477782, 화합물촉매HCID 6344Dichloromethane용매

실험 절차

To a solution of 7-bromo-2-(2,6-dichlorophenyl)-2H-pyrazolo[4,3-c]pyridine (3.43 g, 10 mmol) and methyltrioxorhenium (249 mg, 1.0 mmol) in DCM (35 mL) was added hydrogen peroxide (30% aq., 1.95 mL, 20 mmol) and the resulting mixture stirred at room temperature for 18 hours. The reaction mixture was partitioned between DCM and sodium bicarbonate (sat. aq.). The organic layer was washed with brine, dried over anhydrous sodium sulfate, and concentrated under reduced pressure. The residue was purified by silica gel chromatography (0-5% methanol in DCM) to afford the title compound as a beige solid (1.7 g, 47% yield). LCMS (Method D): RT=2.46 min, m/z: 360 [M+H+].

후처리

  1. customThe reaction mixture was partitioned between DCM and sodium bicarbonate (sat. aq.)
  2. washThe organic layer was washed with brine
  3. dry with materialdried over anhydrous sodium sulfate
  4. concentrationconcentrated under reduced pressure
  5. customThe residue was purified by silica gel chromatography (0-5% methanol in DCM)

출처 및 근거

ORD 기록
ord-f10ca1ea828f44b5ba6bed3ea837fada
출처 데이터셋
uspto-grants-2016_04
특허 번호
US09309240B2

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