2-Isopropyl-5-nitropyridine → 6-(Propan-2-yl)pyridin-3-amine

HRID 401412

Reaktionsgleichung

Reaktionsgleichung von HRID 401412
[CH:1]([C:4]1[CH:9]=[CH:8][C:7]([N+:10]([O-])=O)=[CH:6][N:5]=1)([CH3:3])[CH3:2]>CO.[Ni]>[CH:1]([C:4]1[CH:9]=[CH:8][C:7]([NH2:10])=[CH:6][N:5]=1)([CH3:3])[CH3:2]

Komponenten

4

Edukt 1

HCID 450963212-Isopropyl-5-nitropyridine

Produkt 1

HCID 178542886-(Propan-2-yl)pyridin-3-amineAusbeute 52 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 935NickelKatalysatorHCID 887MethanolLösungsmittel

Versuchsvorschrift

2-Isopropyl-5-nitro-pyridine (1.30 g, 7.82 mmol) was dissolved in methyl alcohol (20 mL), and Raney Ni (0.25 g) was added. The mixture was stirred under H2 (1 atm) at room temperature for 2 h. The catalyst was filtered off, and the filtrate was concentrated under vacuum to give 2-isopropyl-5-amino-pyridine (E-9) (0.55 g, 52%). 1H NMR (CDCl3) δ 8.05 (s, 1H), 6.93-6.99 (m, 2H), 3.47 (br s, 2H), 2.92-3.02 (m, 1H), 1.24-1.26 (m, 6H). ESI-MS 137.2 m/z (MH+).

Aufarbeitung

  1. filtrationThe catalyst was filtered off
  2. concentrationthe filtrate was concentrated under vacuum

Quellen und Nachweise

ORD-Eintrag
ord-4d442da4c0be4e738d46ab1cfdb9deb3
Quelldatensatz
uspto-grants-2014_06
Patentnummer
US08741925B2

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