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

HRID 2220472ノート

反応式

HRID 2220472 の反応式
[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]

参加物

7

反応物 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

生成物 1

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

試薬・触媒・溶媒 1

HCID 180Acetone溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-066bacca158340b991269db945e4a7ef
出典データセット
uspto-grants-2008_08
特許番号
US07417047B2

反応ノート

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