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

HRID 1485490Notes

Reaction equation

HRID 1485490 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 89%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

1-Ethyl-4-(5-nitropyridin-2-yl)piperazine (3.09 g, 13.8 mmol) was dissolved in methanol (69 mL) and 10% Pd/C (300 mg) was added. The reaction mixture was stirred at room temperature for a day under a pressure of a balloon filled with hydrogen gas. The reaction mixture solution was concentrated by filtering with celite. The resultant target compound (2.4 g, 89% yield) was used in the following reaction without purification.

Workup

  1. concentrationThe reaction mixture solution was concentrated
  2. filtrationby filtering with celite

Sources & evidence

ORD record
ord-39b9a4c1b5b24624b7ad1d59f7452010
Source dataset
uspto-grants-2016_08
Patent number
US09422307B2

Reaction notes

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