2-Bromo-3-methoxy-6-nitropyridine → 6-Bromo-5-methoxypyridin-2-amine

HRID 1976045Notes

Reaction equation

HRID 1976045 reaction equation
[Br:1][C:2]1[C:7]([O:8][CH3:9])=[CH:6][CH:5]=[C:4]([N+:10]([O-])=O)[N:3]=1.[H][H]>C(OCC)(=O)C.O.[Pt](=O)=O>[Br:1][C:2]1[C:7]([O:8][CH3:9])=[CH:6][CH:5]=[C:4]([NH2:10])[N:3]=1

Participants

5

Reactant 2

HCID 126928732-Bromo-3-methoxy-6-nitropyridineHCID 178418361HCID 178418361, compound

Product 1

HCID 127582096-Bromo-5-methoxypyridin-2-amineYield 99%

Reagents, catalysts & solvents 2

HCID 11139377Platinum dioxide monohydrateCatalystHCID 8857Ethyl AcetateSolvent

Procedure

2-Bromo-3-methoxy-6-nitropyridine (Desc. 5; 9.0 g, 38.6 mmol) and platinum (IV) oxide hydrate (250 mg) in ethyl acetate (250 ml) was hydrogenated at 20 psi hydrogen for 1 hour. The catalyst was removed by filtration and the filtrate concentrated to give the product as a yellow solid (7.73 g, 38.1 mmol, 99% yield).

Workup

  1. customThe catalyst was removed by filtration
  2. concentrationthe filtrate concentrated

Sources & evidence

ORD record
ord-d63e63c2ed3f42fd91b928ddaf532fa1
Source dataset
uspto-grants-2001_05
Patent number
US06225320B1

Reaction notes

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