Potassium Acetate → 5-Phenylpyridin-3-amine

HRID 41986Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 41986
Cl[C:2]1[C:7]([C:8]2[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=2)=[CH:6][C:5]([N+:14]([O-])=O)=[CH:4][N:3]=1.CC([O-])=O.[K+]>C(O)C.[Pd]>[C:8]1([C:7]2[CH:6]=[C:5]([NH2:14])[CH:4]=[N:3][CH:2]=2)[CH:9]=[CH:10][CH:11]=[CH:12][CH:13]=1

Komponenten

5

Edukt 2

HCID 517044Potassium AcetateHCID 463146982-Chloro-5-nitro-3-phenylpyridine

Produkt 1

HCID 27629015-Phenylpyridin-3-amineAusbeute 69 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 23938PalladiumKatalysatorHCID 702EthanolLösungsmittel

Versuchsvorschrift

A mixture of 2-chloro-5-nitro-3-phenylpyridine (0.43 mmol, 0.1 g), KOAc (0.43 mmol, 0.042 g) and Pd/C 10% (0.03 g) in ethanol (4 ml) was stirred for 24 hours under hydrogen atmosphere. The catalyst was filtered off and the solid thoughtfully washed with warm ethanol. The solid residue was purified by chromatography over SiO2 eluting with dichloromethane/methanol mixtures affording 5-phenylpyridin-3-amine (0.05 g, yield 69%) of the expected product.

Aufarbeitung

  1. filtrationThe catalyst was filtered off
  2. washthe solid thoughtfully washed with warm ethanol
  3. customThe solid residue was purified by chromatography over SiO2 eluting with dichloromethane/methanol

Quellen und Nachweise

ORD-Eintrag
ord-2d7ac8cb0c5048eeba8ab1e599705f42
Quelldatensatz
uspto-grants-2013_09
Patentnummer
US08536165B2

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