4-Methoxy-3-nitropyridine → 3-Amino-4-methoxypyridine

HRID 450163

Reaktionsgleichung

Reaktionsgleichung von HRID 450163
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][N:6]=[CH:5][C:4]=1[N+:9]([O-])=O>[Pd].C(O)C>[NH2:9][C:4]1[CH:5]=[N:6][CH:7]=[CH:8][C:3]=1[O:2][CH3:1]

Komponenten

4

Edukt 1

HCID 3558324-Methoxy-3-nitropyridine

Produkt 1

HCID 52003433-Amino-4-methoxypyridineAusbeute 99 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 23938PalladiumKatalysatorHCID 702EthanolLösungsmittel

Versuchsvorschrift

A mixture of 0.475 g (3.08 mmol) of 4-methoxy-3-nitropyridine (Org. Process Res. Dev. 2004, 8, 903-908) and 0.301 g (2.84 mmol) of 10% palladium on carbon in ethanol (30 mL) was stirred under an atmosphere of hydrogen for 48 hrs. The catalyst was removed by filtration through a pad of celite, and the solvent was removed to give 0.380 mg (99%) of 3-amino-4-methoxypyridine as a pink powder, which was used in the next step without further purification: 1H NMR (DMSO-d6) δ8.09 (dd, J=6.4, 1.2 Hz, 1H), 7.93 (d, J=1.2 Hz, 1H), 7.36 (d, J=6.4 Hz, 1H), 6.01 (br s, 2H), 4.06 (s, 3H).

Aufarbeitung

  1. customThe catalyst was removed by filtration through a pad of celite
  2. customthe solvent was removed

Quellen und Nachweise

ORD-Eintrag
ord-4e7eb0f5bfb64d96a1a1433142a89d67
Quelldatensatz
uspto-grants-2013_07
Patentnummer
US08486939B2

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