Piperazine → 1-Piperazinylpyrazine

HRID 1243327Notes

Reaction equation

HRID 1243327 reaction equation
[NH:1]1[CH2:6][CH2:5][NH:4][CH2:3][CH2:2]1.Cl[C:8]1[CH:13]=[N:12][CH:11]=[CH:10][N:9]=1.C([O-])([O-])=O.[K+].[K+]>CCO>[N:1]1[CH:6]=[CH:5][N:4]=[CH:3][C:2]=1[N:9]1[CH2:10][CH2:11][NH:12][CH2:13][CH2:8]1

Participants

5

Reactant 3

HCID 4837PiperazineHCID 11430Potassium CarbonateHCID 73277Chloropyrazine

Product 1

HCID 27346391-Piperazinylpyrazine

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A mixture of 3 g of piperazine, 1.04 ml of 2-chloropyrazine and 1.85 g of K2CO3 in 100 ml of EtOH is refluxed for 48 hours. The reaction mixture is concentrated under vacuum, the residue is taken up in water and basified to pH 10 by addition of 10% NaOH, and extracted with chloroform, the organic phase is washed with water and dried over Na2SO4, and the solvent is evaporated off under vacuum. 1.8 g of the expected product are obtained after crystallization from hexane.

Workup

  1. temperatureis refluxed for 48 hours
  2. concentrationThe reaction mixture is concentrated under vacuum
  3. additionthe residue is taken up in water and basified to pH 10 by addition of 10% NaOH
  4. extractionextracted with chloroform
  5. washthe organic phase is washed with water
  6. dry with materialdried over Na2SO4
  7. customthe solvent is evaporated off under vacuum

Sources & evidence

ORD record
ord-e17b40c9c8ce42579a3746f912c6eae5
Source dataset
uspto-grants-2006_10
Patent number
US07119086B2

Reaction notes

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