2-Benzyl-5-nitropyridine → 6-Benzylpyridin-3-amine

HRID 1059383Notes

Reaction equation

HRID 1059383 reaction equation
[CH2:1]([C:8]1[CH:13]=[CH:12][C:11]([N+:14]([O-])=O)=[CH:10][N:9]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1>C(OCC)(=O)C.[C].[Pd]>[CH2:1]([C:8]1[CH:13]=[CH:12][C:11]([NH2:14])=[CH:10][N:9]=1)[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

4

Reactant 1

HCID 186702212-Benzyl-5-nitropyridine

Product 1

HCID 116297096-Benzylpyridin-3-amineYield 99.5%

Reagents, catalysts & solvents 2

HCID 178418390HCID 178418390, compoundCatalystHCID 8857Ethyl AcetateSolvent

Procedure

389 mg of 2-benzyl-5-nitropyridine was dissolved in ethyl acetate and 153 mg of 10% palladium carbon was added thereto. Then the resulting mixture was stirred under a hydrogen gas stream at room temperature under atmospheric pressure for 30 minutes. Then the reaction mixture was filtered through celite. After distilling off the solvent under reduced pressure, 333 mg of the title compound was obtained as an amber oily substance.

Workup

  1. filtrationThen the reaction mixture was filtered through celite
  2. distillationAfter distilling off the solvent under reduced pressure

Sources & evidence

ORD record
ord-3d90a3f3768d4c6cad00aa16c8f3f118
Source dataset
uspto-grants-2003_02
Patent number
US06518423B1

Reaction notes

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