Potassium Carbonate → HCID 18357053, compound

HRID 2232408Notes

Reaction equation

HRID 2232408 reaction equation
[N:1]1[CH:6]=[CH:5][C:4]([N:7]2[CH2:12][CH2:11][NH:10][CH2:9][CH2:8]2)=[CH:3][CH:2]=1.F[C:14]1[CH:21]=[CH:20][C:17]([C:18]#[N:19])=[CH:16][CH:15]=1.C(=O)([O-])[O-].[K+].[K+]>CN1CCCC1=O>[N:1]1[CH:6]=[CH:5][C:4]([N:7]2[CH2:8][CH2:9][N:10]([C:14]3[CH:21]=[CH:20][C:17]([C:18]#[N:19])=[CH:16][CH:15]=3)[CH2:11][CH2:12]2)=[CH:3][CH:2]=1

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 145174-FluorobenzonitrileHCID 705171-(4-Pyridyl)piperazine

Product 1

HCID 18357053HCID 18357053, compoundYield 27.5%

Reagents, catalysts & solvents 1

HCID 13387N-methyl-2-pyrrolidoneSolvent

Conditions

Temperature
80 °C

Procedure

A mixture of 1-(4-pyridyl)piperazine (4.05 g), 4-fluorobenzonitrile (3.00 g) and potassium carbonate (7.00 g) in N-methylpyrrolidone (25 ml) was heated at 80° C. with stirring for 18 hours. The solvent was then evaporated and the residue was partitioned between dichloromethane and water. The organic layer was washed with water, dried over magnesium sulphate and evaporated. The residue was crystallised from ethanol to give the title compound (1.80 g), m.p. 155°-158° C. Found: C,72.50; H,5.96; N,21.24. C16H16N4 requires: C,72.70; H,6.10; N,21.20%.

Workup

  1. customThe solvent was then evaporated
  2. customthe residue was partitioned between dichloromethane and water
  3. washThe organic layer was washed with water
  4. dry with materialdried over magnesium sulphate
  5. customevaporated
  6. customThe residue was crystallised from ethanol

Sources & evidence

ORD record
ord-bd18a31039584ae39631004dec8372f4
Source dataset
uspto-grants-1988_11
Patent number
US04788196

Reaction notes

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