Sodium Sulfite → HCID 67260704, Verbindung

HRID 2359041Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2359041
[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

Komponenten

5

Edukt 3

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

Produkt 1

HCID 67260704HCID 67260704, VerbindungAusbeute 87,1 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

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.

Aufarbeitung

  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

Quellen und Nachweise

ORD-Eintrag
ord-c3b96b74e6f44700bd86629531db6446
Quelldatensatz
uspto-grants-2014_04
Patentnummer
US08685974B2

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