2-Amino-5-bromo-4-methyl-3-nitropyridine → 5-bromo-4-methylpyridine-2,3-diamine

HRID 80556

Reaktionsgleichung

Reaktionsgleichung von HRID 80556
[NH2:1][C:2]1[C:7]([N+:8]([O-])=O)=[C:6]([CH3:11])[C:5]([Br:12])=[CH:4][N:3]=1>Cl.[Fe]>[Br:12][C:5]1[C:6]([CH3:11])=[C:7]([NH2:8])[C:2]([NH2:1])=[N:3][CH:4]=1

Komponenten

4

Edukt 1

HCID 72132072-Amino-5-bromo-4-methyl-3-nitropyridine

Produkt 1

HCID 101251415-bromo-4-methylpyridine-2,3-diamine

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 23925IronKatalysatorHCID 313Hydrochloric AcidLösungsmittel

Versuchsvorschrift

2-Amino-5-bromo-4-methyl-3-nitropyridine (5 g) was dissolved in 6M HCl (50 mL) and iron powder was slowly added. The reaction was then heated to reflux until no starting material was seen via HPLC. The reaction was then cooled to room temperature and filtered. The bis-HCl salt was dried to a cream solid which was then taken up in EtOAc, neutralized with 50% NaOH solution to yield 5-bromo-4-methylpyridine-2,3-diamine as a free base.

Aufarbeitung

  1. temperatureThe reaction was then heated
  2. temperatureto reflux until no starting material
  3. filtrationfiltered
  4. dry with materialThe bis-HCl salt was dried to a cream solid which

Quellen und Nachweise

ORD-Eintrag
ord-50a004bff53548748da3cb000baa2d26
Quelldatensatz
uspto-grants-2014_09
Patentnummer
US08846664B2

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