6-Bromo-3-methoxy-2-nitropyridine → 2-Amino-6-bromo-3-methoxypyridine

HRID 1772884Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1772884
[Br:1][C:2]1[N:7]=[C:6]([N+:8]([O-])=O)[C:5]([O:11][CH3:12])=[CH:4][CH:3]=1>[Fe].CC(O)=O>[Br:1][C:2]1[N:7]=[C:6]([NH2:8])[C:5]([O:11][CH3:12])=[CH:4][CH:3]=1

Komponenten

4

Edukt 1

HCID 226151626-Bromo-3-methoxy-2-nitropyridine

Produkt 1

HCID 575629062-Amino-6-bromo-3-methoxypyridineAusbeute 81,2 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 23925IronKatalysatorHCID 176Acetic AcidLösungsmittel

Reaktionsbedingungen

Temperatur
90 °C

Versuchsvorschrift

A mixture of 6-bromo-3-methoxy-2-nitropyridine (14.4 g, 61.8 mmol), AcOH (200 mL) and Fe powder (14.0 g, 0.25 mol) was stirred at 90° C. for 1.5 h. After cooling to rt and dilution with EtOAc the mixture was filtered through celite and the filtrate concentrated in vacuo. Purification by flash chromatography eluting with DCM yielded the title compound (10.2 g, 50.2 mmol) as a white solid.

Aufarbeitung

  1. temperatureAfter cooling to rt
  2. filtrationdilution with EtOAc the mixture was filtered through celite
  3. concentrationthe filtrate concentrated in vacuo
  4. customPurification by flash chromatography
  5. washeluting with DCM

Quellen und Nachweise

ORD-Eintrag
ord-796c49612d6244109b8cd94804124d62
Quelldatensatz
uspto-grants-2016_02
Patentnummer
US09249160B2

Notizen zur Reaktion

Wird geladen…