Methanol → HCID 70663178, Verbindung

HRID 878315Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 878315
Cl[C:2]1[N:7]=[CH:6][C:5]([NH:8][CH3:9])=[C:4]([C:10]2[CH:15]=[C:14]([F:16])[CH:13]=[CH:12][C:11]=2[CH3:17])[CH:3]=1.CO>CCOC(C)=O.[Pd]>[F:16][C:14]1[CH:13]=[CH:12][C:11]([CH3:17])=[C:10]([C:4]2[CH:3]=[CH:2][N:7]=[CH:6][C:5]=2[NH:8][CH3:9])[CH:15]=1

Komponenten

5

Edukt 2

HCID 887MethanolHCID 577104506-chloro-4-(5-fluoro-2-methylphenyl)-N-methylpyridin-3-amine

Produkt 1

HCID 70663178HCID 70663178, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 23938PalladiumKatalysatorHCID 8857Ethyl AcetateLösungsmittel

Versuchsvorschrift

A solution of 6-chloro-4-(5-fluoro-2-methylphenyl)-N-methylpyridin-3-amine (0.2 g, 798 μmol, example 253, intermediate a) in EtOAc (1 mL) and MeOH (1.0 mL) under argon was treated with palladium on carbon (21.2 mg, 19.9 μmol) and stirred under an hydrogen atmosphere (0.5 bar overpressure) for 4 hours. Stirring was continued overnight at room temperature. The reaction mixture was filtered over Dicalite and evaporated. The residue was taken up in CH2Cl2 and saturated aqueous NaHCO3 solution and the layers were separated. The aqueous layer was extracted three times with CH2Cl2. The organic layers were dried over MgSO4, filtered and evaporated. Light brown solid (0.16 g; 92%). MS (ESI): m/z=217.11 [M+H]+.

Aufarbeitung

  1. stirringStirring
  2. waitwas continued overnight at room temperature
  3. filtrationThe reaction mixture was filtered over Dicalite
  4. customevaporated
  5. customsaturated aqueous NaHCO3 solution and the layers were separated
  6. extractionThe aqueous layer was extracted three times with CH2Cl2
  7. dry with materialThe organic layers were dried over MgSO4
  8. filtrationfiltered
  9. customevaporated

Quellen und Nachweise

ORD-Eintrag
ord-f0cd62b0fc354843af2f97972a2ae5d7
Quelldatensatz
uspto-grants-2015_03
Patentnummer
US08987307B2

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