Hydrogen Peroxide → Dimethyl-[5-(2-methylsulfonylpyrimidin-4-yl)-6-(3-trifluoromethylphenyl)-pyridazin-3-yl]amine

HRID 394480

Reaktionsgleichung

Reaktionsgleichung von HRID 394480
[CH3:1][N:2]([CH3:27])[C:3]1[N:4]=[N:5][C:6]([C:17]2[CH:22]=[CH:21][CH:20]=[C:19]([C:23]([F:26])([F:25])[F:24])[CH:18]=2)=[C:7]([C:9]2[CH:14]=[CH:13][N:12]=[C:11]([S:15][CH3:16])[N:10]=2)[CH:8]=1.OO.CO.C(OCC)(=[O:34])C.[OH2:38]>[O-][W]([O-])(=O)=O.[Na+].[Na+]>[CH3:27][N:2]([CH3:1])[C:3]1[N:4]=[N:5][C:6]([C:17]2[CH:22]=[CH:21][CH:20]=[C:19]([C:23]([F:26])([F:25])[F:24])[CH:18]=2)=[C:7]([C:9]2[CH:14]=[CH:13][N:12]=[C:11]([S:15]([CH3:16])(=[O:34])=[O:38])[N:10]=2)[CH:8]=1

Komponenten

7

Edukt 5

HCID 784Hydrogen PeroxideHCID 887MethanolHCID 962WaterHCID 8857Ethyl AcetateHCID 18176616Dimethyl-[5-(2-methylsulfanylpyrimidin-4-yl)-6-(3-trifluoromethylphenyl)-pyridazin-3-yl]amine

Produkt 1

HCID 18176627Dimethyl-[5-(2-methylsulfonylpyrimidin-4-yl)-6-(3-trifluoromethylphenyl)-pyridazin-3-yl]amine

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 26052Sodium tungstateKatalysator

Versuchsvorschrift

Compound 71 (112 mg, 0.286 mmol), sodium tungstate (10 mg, 0.02 mmol), 30% hydrogen peroxide (130 μL, 1.14 mmol), methanol (2.0 mL), and ethyl acetate (20 mL) were combined under Argon and heated to reflux for 3d. The solution was cooled, poured into water and extracted several times with ethyl acetate. The combined organic extracts were dried with anhydrous sodium sulfate. Removal of the solvent in vacuo gave 72 as a solid: 109 mg (0.259 mmol, 91%)

Aufarbeitung

  1. temperatureheated
  2. temperatureThe solution was cooled
  3. extractionextracted several times with ethyl acetate
  4. dry with materialThe combined organic extracts were dried with anhydrous sodium sulfate
  5. customRemoval of the solvent in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-bd9f0d4d6bbb4dd4b3bc580128c3cb66
Quelldatensatz
uspto-grants-2003_08
Patentnummer
US06602872B1

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