Water → 1-(3-Bromo-4-fluoro-phenyl)-2-(1-ethyl-5-methanesulfonyl-1H-pyrrol-3-yl)-ethane-1,2-dione

HRID 646255노트

반응식

HRID 646255 반응식
[Br:1][C:2]1[CH:3]=[C:4]([C:9]#[C:10][C:11]2[CH:12]=[C:13]([S:18]([CH3:21])(=[O:20])=[O:19])[N:14]([CH2:16][CH3:17])[CH:15]=2)[CH:5]=[CH:6][C:7]=1[F:8].C([O-])(O)=[O:23].[Na+].[O-]S([O-])(=O)=O.[Mg+2].[O-][Mn](=O)(=O)=O.[K+].[OH2:39]>CC(C)=O>[Br:1][C:2]1[CH:3]=[C:4]([C:9](=[O:23])[C:10]([C:11]2[CH:12]=[C:13]([S:18]([CH3:21])(=[O:20])=[O:19])[N:14]([CH2:16][CH3:17])[CH:15]=2)=[O:39])[CH:5]=[CH:6][C:7]=1[F:8]

참가 물질

7

반응물 5

HCID 962WaterHCID 24083Sulfuric acid magnesium salt (1:1)HCID 516875Potassium PermanganateHCID 516892Sodium BicarbonateHCID 597727414-(3-Bromo-4-fluoro-phenylethynyl)-1-ethyl-2-methanesulfonyl-1H-pyrrole

생성물 1

HCID 597726991-(3-Bromo-4-fluoro-phenyl)-2-(1-ethyl-5-methanesulfonyl-1H-pyrrol-3-yl)-ethane-1,2-dione수율 86%

시약·촉매·용매 1

HCID 180Acetone용매

실험 절차

A solution of 4-(3-bromo-4-fluoro-phenylethynyl)-1-ethyl-2-methanesulfonyl-1H-pyrrole (0.35 g, 0.93 mmol) in acetone was treated with NaHCO3 (0.047 g, 0.56 mmol) and MgSO4 (0.17 g, 1.4 mmol), treated with KMnO4 (0.32 g, 2.05 mmol) and water, stirred at room temperature for 2 h and fitered. The filtercake was washed with EtOAC, dried overnight and washed with EtOAc a second time. The combined filtrates were washed with H2O and brine, dried (Na2SO4) and concentrated in vacuo to yield 0.32 gm (86% yield) of an oil. This was used as is in Step 5.

후처리

  1. washThe filtercake was washed with EtOAC
  2. customdried overnight
  3. washwashed with EtOAc a second time
  4. washThe combined filtrates were washed with H2O and brine
  5. dry with materialdried (Na2SO4)
  6. concentrationconcentrated in vacuo

출처 및 근거

ORD 기록
ord-09b926405b6840a690738b191732d0c2
출처 데이터셋
uspto-grants-2010_04
특허 번호
US07705030B2

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