3-Nitro-2-vinylpyridine → 2-Ethylpyridin-3-amine

HRID 398387Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 398387
[CH:1]([C:3]1[C:8]([N+:9]([O-])=O)=[CH:7][CH:6]=[CH:5][N:4]=1)=[CH2:2].[H][H]>C(O)C.[Pd]>[CH2:1]([C:3]1[C:8]([NH2:9])=[CH:7][CH:6]=[CH:5][N:4]=1)[CH3:2]

Komponenten

5

Edukt 2

HCID 118296173-Nitro-2-vinylpyridineHCID 178418361HCID 178418361, Verbindung2×

Produkt 1

HCID 218818002-Ethylpyridin-3-amineAusbeute 57,3 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 23938PalladiumKatalysatorHCID 702EthanolLösungsmittel

Versuchsvorschrift

A solution of 2-vinyl-3-nitropyridine (0.75 g, 5.0 mMol) from step 1 above dissolved in 50 mL of ethanol and 100 mg of 10% palladium on carbon was shaken under 55 psi of hydrogen using a parr hydrogenation apparatus until hydrogen uptake ceased. The mixture was filtered through a bed of celite and the filtrate concentrated in vacuo. The residue was purified by flash silica gel chromatography using 1% then 2% methanol in methylene chloride as an eluent to afford the title compound as a white crystalline solid (0.35 g).

Aufarbeitung

  1. filtrationThe mixture was filtered through a bed of celite
  2. concentrationthe filtrate concentrated in vacuo
  3. customThe residue was purified by flash silica gel chromatography

Quellen und Nachweise

ORD-Eintrag
ord-fd611174db2648d4b54eee7be3d3b4ba
Quelldatensatz
uspto-grants-2003_08
Patentnummer
US06610692B1

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