Sodium Sulfite → HCID 67260704、化合物

HRID 2359041ノート

反応式

HRID 2359041 の反応式
[Cl:1][C:2]1[S:6][C:5]([C:7]2[C:11]([C:12]3[CH:17]=[CH:16][N:15]=[C:14](SC)[N:13]=3)=[CH:10][N:9]([CH:20]([CH3:22])[CH3:21])[N:8]=2)=[CH:4][CH:3]=1.Cl[C:24]1C=CC=C(C(OO)=O)C=1.[S:34]([O-:37])([O-])=[O:35].[Na+].[Na+]>ClCCl>[Cl:1][C:2]1[S:6][C:5]([C:7]2[C:11]([C:12]3[CH:17]=[CH:16][N:15]=[C:14]([S:34]([CH3:24])(=[O:37])=[O:35])[N:13]=3)=[CH:10][N:9]([CH:20]([CH3:21])[CH3:22])[N:8]=2)=[CH:4][CH:3]=1

参加物

5

反応物 3

HCID 24437Sodium SulfiteHCID 70297m-Chloroperbenzoic acidHCID 672607724-[3-(5-chloro-2-thienyl)-1-isopropyl-1H-pyrazol-4-yl]-2-(methylsulfanyl)pyrimidine

生成物 1

HCID 67260704HCID 67260704、化合物収率 87.1%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

To a solution of 4-[3-(5-chloro-2-thienyl)-1-isopropyl-1H-pyrazol-4-yl]-2-(methylsulfanyl)pyrimidine (1 eq, 12 mmol) in 315 mL of dichloromethane was added meta chloroperbenzoic acid 77% (2 eq, 24 mmol). The mixture was stirred at room temperature for 72 h and then quenched with water. Sodium sulfite (2.1 eq, 25 mmol) was added and the layers were separated. The organic layer was then washed twice with a 2M solution of potassium carbonate, dried over MgSO4 filtered and concentrated to afford 4 g of 4-[3-(5-Chloro-2-thienyl)-1-isopropyl-1H-pyrazol-4-yl]-2-(methylsulfonyl)pyrimidine (65% yield) in a 8:2 mixture with the corresponding sulfoxide. The crude material was used in the next step without further purification.

後処理

  1. customquenched with water
  2. customthe layers were separated
  3. washThe organic layer was then washed twice with a 2M solution of potassium carbonate
  4. dry with materialdried over MgSO4
  5. filtrationfiltered
  6. concentrationconcentrated

出典と根拠

ORDレコード
ord-c3b96b74e6f44700bd86629531db6446
出典データセット
uspto-grants-2014_04
特許番号
US08685974B2

反応ノート

読み込み中…