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

HRID 1628528Notes

Reaction equation

HRID 1628528 reaction equation
[CH3:1][O:2][C:3]1[N:8]=[C:7]([CH3:9])[C:6]([N+:10]([O-])=O)=[CH:5][CH:4]=1>CO.[Pd]>[CH3:1][O:2][C:3]1[N:8]=[C:7]([CH3:9])[C:6]([NH2:10])=[CH:5][CH:4]=1

Participants

4

Reactant 1

HCID 2304756-Methoxy-2-methyl-3-nitropyridine

Product 1

HCID 102908286-Methoxy-2-methylpyridin-3-amineYield 92%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

To a solution of 6-methoxy-2-methyl-3-nitropyridine (62.4 g, 0.371 mol) in methanol (1700 mL) was added 10% palladium on carbon (50% wet; 6.24 g), and the mixture was purged with hydrogen and stirred under balloon pressure hydrogen at room temperature for 4.5 hrs. The catalyst was removed by filtration, and the filtrate was concentrated in vacuo to give the title compound as a brown oil (47.0 g, 0.340 mol, 92%).

Workup

  1. customthe mixture was purged with hydrogen
  2. customThe catalyst was removed by filtration
  3. concentrationthe filtrate was concentrated in vacuo

Sources & evidence

ORD record
ord-e9350d14cab84327aeb71fc3158b39f9
Source dataset
uspto-grants-2014_07
Patent number
US08785460B2

Reaction notes

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