N-(5-chloropyridin-2-yl)-2-nitrobenzamide → 2-amino-N-(5-chloropyridin-2-yl)benzamide

HRID 1247024

Reaktionsgleichung

Reaktionsgleichung von HRID 1247024
[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([NH:8][C:9](=[O:19])[C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][C:11]=2[N+:16]([O-])=O)=[N:6][CH:7]=1>C1COCC1.C(OCC)(=O)C.[Ni]>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([NH:8][C:9](=[O:19])[C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][C:11]=2[NH2:16])=[N:6][CH:7]=1

Komponenten

5

Edukt 1

HCID 766647N-(5-chloropyridin-2-yl)-2-nitrobenzamide

Produkt 1

HCID 219063812-amino-N-(5-chloropyridin-2-yl)benzamideAusbeute 84,1 %

Reagenzien, Katalysatoren, Lösungsmittel 3

HCID 935NickelKatalysatorHCID 8028TetrahydrofuranLösungsmittelHCID 8857Ethyl AcetateLösungsmittel

Versuchsvorschrift

To a solution of N-(5-chloropyridin-2-yl)-2-nitrobenzamide (2 g, 7.2 mmol) in THF (50 mL) and ethyl acetate (50 mL) was added Raney Ni (0.2 g) and the mixture was placed under hydrogen (4.1 bar) in a high pressure apparatus. After shaking overnight, the mixture was filtered and concentrated in vacuo and purified by flash chromatography to give 1.5 g (83%) of an off-white solid.

Aufarbeitung

  1. filtrationthe mixture was filtered
  2. concentrationconcentrated in vacuo
  3. custompurified by flash chromatography

Quellen und Nachweise

ORD-Eintrag
ord-ebb761a9d4404b66a7c5003d239005e9
Quelldatensatz
uspto-grants-2006_10
Patentnummer
US07129245B2

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