Piperazine → HCID 62945817, compound

HRID 2251234Notes

Reaction equation

HRID 2251234 reaction equation
[Cl:1][C:2]1[CH:9]=[C:8](F)[CH:7]=[CH:6][C:3]=1[C:4]#[N:5].[NH:11]1[CH2:16][CH2:15][NH:14][CH2:13][CH2:12]1>CN(C)C(=O)C>[Cl:1][C:2]1[CH:9]=[C:8]([N:11]2[CH2:16][CH2:15][NH:14][CH2:13][CH2:12]2)[CH:7]=[CH:6][C:3]=1[C:4]#[N:5]

Participants

4

Reactant 2

HCID 4837PiperazineHCID 1090002-Chloro-4-fluorobenzonitrile

Product 1

HCID 62945817HCID 62945817, compound

Reagents, catalysts & solvents 1

HCID 31374DimethylacetamideSolvent

Conditions

Temperature
85 °C

Procedure

A mixture of 7.0 mmol 2-chloro-4-fluorobenzonitrile (commercial), 10.5 mmol piperazine in 4 ml N,N-dimethylacetamide was heated for 1 h at 85° C. After cooling to RT and evaporation in vacuo, the mixture was diluted with dichloromethane and purified on silica, eluting with a gradient of dichloromethane/MeOH to yield after evaporation the title compound. MS (m/e): 222.1 (MH+, 100%)

Workup

  1. temperatureAfter cooling to RT
  2. customevaporation in vacuo
  3. additionthe mixture was diluted with dichloromethane
  4. custompurified on silica
  5. washeluting with a gradient of dichloromethane/MeOH
  6. customto yield
  7. customafter evaporation the title compound

Sources & evidence

ORD record
ord-8b56b38b838945d98138d64ada33e166
Source dataset
uspto-grants-2008_01
Patent number
US07319099B2

Reaction notes

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