1-Methyl-4-(6-nitropyridin-3-yl)piperazine → 5-(4-Methylpiperazin-1-yl)pyridin-2-amine

HRID 449666Notes

Reaction equation

HRID 449666 reaction equation
[CH3:1][N:2]1[CH2:7][CH2:6][N:5]([C:8]2[CH:9]=[N:10][C:11]([N+:14]([O-])=O)=[CH:12][CH:13]=2)[CH2:4][CH2:3]1>C(O)C.[Pd]>[CH3:1][N:2]1[CH2:7][CH2:6][N:5]([C:8]2[CH:13]=[CH:12][C:11]([NH2:14])=[N:10][CH:9]=2)[CH2:4][CH2:3]1

Participants

4

Reactant 1

HCID 517114841-Methyl-4-(6-nitropyridin-3-yl)piperazine

Product 1

HCID 223298335-(4-Methylpiperazin-1-yl)pyridin-2-amine

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

To a solution of 1-methyl-4-(6-nitropyridin-3-yl)piperazine (500 mg, 2.25 mmol) in ethanol (20 mL) was added 10% Pd/C (80 mg, 0.75 mmol) and the resulting mixture was stirred under a hydrogen atmosphere for 18 h. The reaction mixture was filtered through celite, washed with ethanol and concentrated to give 5-(4-methylpiperazin-1-yl)pyridin-2-amine.

Workup

  1. filtrationThe reaction mixture was filtered through celite
  2. washwashed with ethanol
  3. concentrationconcentrated

Sources & evidence

ORD record
ord-8263a555acb54d10a1a5fe706d6162b9
Source dataset
uspto-grants-2013_07
Patent number
US08481540B2

Reaction notes

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