3-Methoxy-6-methyl-2-nitropyridine → 3-Methoxy-6-methylpyridin-2-amine

HRID 1027944Notes

Reaction equation

HRID 1027944 reaction equation
[CH3:1][O:2][C:3]1[C:4]([N+:10]([O-])=O)=[N:5][C:6]([CH3:9])=[CH:7][CH:8]=1>C(O)C.[C].[Pd]>[NH2:10][C:4]1[C:3]([O:2][CH3:1])=[CH:8][CH:7]=[C:6]([CH3:9])[N:5]=1

Participants

4

Reactant 1

HCID 27279653-Methoxy-6-methyl-2-nitropyridine

Product 1

HCID 167403823-Methoxy-6-methylpyridin-2-amineYield 91.4%

Reagents, catalysts & solvents 2

HCID 178418390HCID 178418390, compoundCatalystHCID 702EthanolSolvent

Procedure

To a solution of 3-methoxy-6-methyl-2-nitropyridine (3.85 g) in ethanol (91.6 ml) was added 10% palladium-carbon (50% wet, 0.96 g), and the mixture was stirred under hydrogen atmosphere for 2 hours. The catalyst was filtered off, and the filtrate was concentrated to dryness. The residue was recrystallized from ethyl acetate/hexane to give the title compound (2.89 g).

Workup

  1. filtrationThe catalyst was filtered off
  2. concentrationthe filtrate was concentrated to dryness
  3. customThe residue was recrystallized from ethyl acetate/hexane

Sources & evidence

ORD record
ord-cbd12fed862943acbcd249a31475aeaa
Source dataset
uspto-grants-2014_05
Patent number
US08735401B2

Reaction notes

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