Sulfuric acid magnesium salt (1:1) → [4-(2-Methanesulfonylpyrimidin-4-yl)-3-(3-methoxy-5-methylphenyl)-pyrazol-1-yl]acetonitrile

HRID 2390773ノート

反応式

HRID 2390773 の反応式
Cl[C:2]1C=CC=C(C(OO)=O)C=1.[S:12]([O-:16])([O-])(=O)=[O:13].[Mg+2].[CH3:18][O:19][C:20]1[CH:21]=[C:22]([C:27]2[C:31]([C:32]3[CH:37]=[CH:36][N:35]=[C:34](SC)[N:33]=3)=[CH:30][N:29]([CH2:40][C:41]#[N:42])[N:28]=2)[CH:23]=[C:24]([CH3:26])[CH:25]=1>ClCCl>[CH3:2][S:12]([C:34]1[N:33]=[C:32]([C:31]2[C:27]([C:22]3[CH:23]=[C:24]([CH3:26])[CH:25]=[C:20]([O:19][CH3:18])[CH:21]=3)=[N:28][N:29]([CH2:40][C:41]#[N:42])[CH:30]=2)[CH:37]=[CH:36][N:35]=1)(=[O:16])=[O:13]

参加物

5

反応物 3

HCID 24083Sulfuric acid magnesium salt (1:1)HCID 70297m-Chloroperbenzoic acidHCID 50899518[3-(3-Methoxy-5-methylphenyl)-4-(2-methylthio-pyrimidin-4-yl)pyrazol-1-yl]acetonitrile

生成物 1

HCID 50899519[4-(2-Methanesulfonylpyrimidin-4-yl)-3-(3-methoxy-5-methylphenyl)-pyrazol-1-yl]acetonitrile収率 70.5%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

m-Chloroperbenzoic acid (4.71 g, 27.3 mmol) and anhydrous magnesium sulfate (6.57 g, 54.6 mmol) in dichloromethane (100 mL) were dissolved at room temperature for 1 hour with stirring. To this solution was added [3-(3-methoxy-5-methylphenyl)-4-(2-methylthio-pyrimidin-4-yl)pyrazol-1-yl]acetonitrile (1.6 g, 4.55 mmol) which was subjected to oxidation to sulfone by stirring for an additional two hours. After completion of the reaction, the precipitate was filtered off and washed with dichloromethane. The filtrate was washed with brine and dichloromethane, and the organic layer was separated, dried over anhydrous magnesium sulfate and concentrated through vacuum distillation. The residue was purified by column chromatography to give the title compound (1.23 g, 70.4%).

後処理

  1. stirringby stirring for an additional two hours
  2. customAfter completion of the reaction
  3. filtrationthe precipitate was filtered off
  4. washwashed with dichloromethane
  5. washThe filtrate was washed with brine and dichloromethane
  6. customthe organic layer was separated
  7. dry with materialdried over anhydrous magnesium sulfate
  8. concentrationconcentrated through vacuum distillation
  9. customThe residue was purified by column chromatography

出典と根拠

ORDレコード
ord-0fe15a6de46e426481ab01a836c9ac2b
出典データセット
uspto-grants-2012_09
特許番号
US08273880B2

反応ノート

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