Piperazine → 2-(Piperazin-1-yl)pyridine-3-carbonitrile

HRID 1829124Notes

Reaction equation

HRID 1829124 reaction equation
[NH:1]1[CH2:6][CH2:5][NH:4][CH2:3][CH2:2]1.Cl[C:8]1[C:13]([C:14]#[N:15])=[CH:12][CH:11]=[CH:10][N:9]=1>O>[C:14]([C:13]1[C:8]([N:1]2[CH2:6][CH2:5][NH:4][CH2:3][CH2:2]2)=[N:9][CH:10]=[CH:11][CH:12]=1)#[N:15]

Participants

4

Reactant 2

HCID 4837PiperazineHCID 810792-Chloronicotinonitrile

Product 1

HCID 27372032-(Piperazin-1-yl)pyridine-3-carbonitrileYield 89.1%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
150 °C

Procedure

Piperazine (125 g) was melted by heating at 150° C. and 2-chloro-3-cyanopyridine (20.0 g) was added thereto. The mixture was stirred at 110° C. for 2 hr. Water was added to the reaction mixture and the mixture was extracted with chloroform. The extract was washed with brine, dried and concentrated under reduced pressure to give 1-(3-cyano-2-pyridyl)piperazine (24.2 g) as a brown solid.

Workup

  1. extractionthe mixture was extracted with chloroform
  2. washThe extract was washed with brine
  3. customdried
  4. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-874268df3fbb4ad4bd840c7daa76ec1f
Source dataset
uspto-grants-2006_06
Patent number
US07060722B2

Reaction notes

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