2-Methoxy-3-nitropyridine → 3-Amino-2-methoxypyridine

HRID 1971479Notes

Reaction equation

HRID 1971479 reaction equation
[CH3:1][O:2][C:3]1[C:8]([N+:9]([O-])=O)=[CH:7][CH:6]=[CH:5][N:4]=1>CO.[Pd]>[CH3:1][O:2][C:3]1[C:8]([NH2:9])=[CH:7][CH:6]=[CH:5][N:4]=1

Participants

4

Reactant 1

HCID 2532192-Methoxy-3-nitropyridine

Product 1

HCID 27374883-Amino-2-methoxypyridineYield 87%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

A solution of 2-methoxy-3-nitro-pyridine (70. g, 0.45 mol) in methanol (700 mL) containing palladium on carbon (7 g, 10%) was stirred under an atmosphere of hydrogen for 15 hours. The catalyst was filtered and washed with methanol. The filtrate was evaporated to dryness to give crude 2-methoxy-pyridin-3-ylamine (48 g, 0.39 mol, 87%), which was used directly in the next step.

Workup

  1. filtrationThe catalyst was filtered
  2. washwashed with methanol
  3. customThe filtrate was evaporated to dryness

Sources & evidence

ORD record
ord-b7f34a5d6b714d80bbc3acd22bc48933
Source dataset
uspto-grants-2013_04
Patent number
US08431605B2

Reaction notes

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