Water → 4-[5-[3-Fluoro-5-(trifluoromethoxy)phenyl]-1-(3-pyridyl)pyrazol-3-yl]isoindoline-1,3-dione

HRID 1771914

反応式

HRID 1771914 の反応式
[F:1][C:2]1[CH:3]=[C:4]([C:13]2[N:17]([C:18]3[CH:19]=[N:20][CH:21]=[CH:22][CH:23]=3)[N:16]=[C:15]([C:24]3[CH:32]=[CH:31][CH:30]=[C:29]4[C:25]=3[CH2:26][NH:27][C:28]4=[O:33])[CH:14]=2)[CH:5]=[C:6]([O:8][C:9]([F:12])([F:11])[F:10])[CH:7]=1.O.O.O.O.O.O.O.[N+]([O-])([O-])=[O:42].[Mg+2].[N+]([O-])([O-])=O.[Mn]([O-])(=O)(=O)=O.[K+]>CC(C)=O.C(#N)C>[F:1][C:2]1[CH:3]=[C:4]([C:13]2[N:17]([C:18]3[CH:19]=[N:20][CH:21]=[CH:22][CH:23]=3)[N:16]=[C:15]([C:24]3[CH:32]=[CH:31][CH:30]=[C:29]4[C:25]=3[C:26](=[O:42])[NH:27][C:28]4=[O:33])[CH:14]=2)[CH:5]=[C:6]([O:8][C:9]([F:10])([F:11])[F:12])[CH:7]=1

参加物

7

反応物 4

HCID 962WaterHCID 202877Magnesium Nitrate HexahydrateHCID 516875Potassium PermanganateHCID 733351194-[5-[3-Fluoro-5-(trifluoromethoxy)phenyl]-1-(3-pyridyl)pyrazol-3-yl]isoindolin-1-one

生成物 1

HCID 733352154-[5-[3-Fluoro-5-(trifluoromethoxy)phenyl]-1-(3-pyridyl)pyrazol-3-yl]isoindoline-1,3-dione

試薬・触媒・溶媒 2

HCID 180Acetone溶媒HCID 6342Acetonitrile溶媒

実験手順

40 mg (0.09 mmol) of the compound from example 7 are absorbed in 1 ml acetone and mixed with 1 ml water, 74 mg (0.29 mmol) magnesium nitrate hexahydrate and 32 mg (0.20 mmol) potassium permanganate. The reaction mixture is stirred for 24 hours at room temperature, diluted with 5 ml acetonitrile and filtered through a Millipore filter. The filtrate is extracted twice with dichloromethane and the combined organic phases washed with a saturated sodium chloride solution, dried using sodium sulfate, filtered and evaporated under vacuum until dryness. The residue is recrystallized from acetonitrile. This produces 14 mg (25% of theoretical yield, 75% purity) of the title compound.

後処理

  1. filtrationfiltered through a Millipore
  2. filtrationfilter
  3. extractionThe filtrate is extracted twice with dichloromethane
  4. washthe combined organic phases washed with a saturated sodium chloride solution
  5. customdried
  6. filtrationfiltered
  7. customevaporated under vacuum until dryness
  8. customThe residue is recrystallized from acetonitrile

出典と根拠

ORDレコード
ord-151a916c2f26487e9157e637ed06ae61
出典データセット
uspto-grants-2016_02
特許番号
US09249148B2

関連ノート

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