1-Ethyl-4-(5-nitropyridin-2-yl)piperazine → 6-(4-Ethylpiperazin-1-yl)pyridin-3-amine

HRID 490078Notes

Reaction equation

HRID 490078 reaction equation
[CH2:1]([N:3]1[CH2:8][CH2:7][N:6]([C:9]2[CH:14]=[CH:13][C:12]([N+:15]([O-])=O)=[CH:11][N:10]=2)[CH2:5][CH2:4]1)[CH3:2].[H][H]>CO.[Pd]>[CH2:1]([N:3]1[CH2:4][CH2:5][N:6]([C:9]2[N:10]=[CH:11][C:12]([NH2:15])=[CH:13][CH:14]=2)[CH2:7][CH2:8]1)[CH3:2]

Participants

5

Reactant 2

HCID 28489801-Ethyl-4-(5-nitropyridin-2-yl)piperazineHCID 178418361HCID 178418361, compound

Product 1

HCID 91616746-(4-Ethylpiperazin-1-yl)pyridin-3-amineYield 102.8%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

A mixture of 2.47 g (10 mmol) 1-ethyl-4-(5-nitro-pyridin-2-yl)-piperazine and 0.247 g Pd/C (10%) in 25 ml methanol was treated with 1 bar hydrogen at room temperature for 2 h. After filtration the mixture was evaporated to dryness to yield 2.12 g (98%) of the title compound as colorless solid. (m/e): 207.3 (MH+; 100%).

Workup

  1. filtrationAfter filtration the mixture
  2. customwas evaporated to dryness

Sources & evidence

ORD record
ord-a1e7d8f893064257afae504bc759d0f1
Source dataset
uspto-grants-2009_05
Patent number
US07528135B2

Reaction notes

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