Water → 4-(4-Butyl-piperazin-1-yl)-butyronitrile

HRID 1859627Notes

Reaction equation

HRID 1859627 reaction equation
[CH2:1]([N:5]1[CH2:10][CH2:9][NH:8][CH2:7][CH2:6]1)[CH2:2][CH2:3][CH3:4].Br[CH2:12][CH2:13][CH2:14][C:15]#[N:16].C(=O)([O-])[O-].[K+].[K+].O>C(#N)C.C(OCC)(=O)C>[CH2:1]([N:5]1[CH2:10][CH2:9][N:8]([CH2:12][CH2:13][CH2:14][C:15]#[N:16])[CH2:7][CH2:6]1)[CH2:2][CH2:3][CH3:4]

Participants

7

Reactant 4

HCID 962WaterHCID 11430Potassium CarbonateHCID 214124-BromobutyronitrileHCID 4243221-Butylpiperazine

Product 1

HCID 186263654-(4-Butyl-piperazin-1-yl)-butyronitrile

Reagents, catalysts & solvents 2

HCID 6342AcetonitrileSolventHCID 8857Ethyl AcetateSolvent

Procedure

In a 25 mL flask was placed 1-butyl-piperazine (712 mg, 5.0 mmol), 4-bromobutyronitrile (779 mg, 5.3 mmol) and potassium carbonate (687 mg, 5.0 mmol) suspended in acetonitrile (5 mL). The reaction mixture was stirred at rt for 12 h., followed by addition of H2O (20 mL) and extraction with ethyl acetate (3×25 mL). The combined organic phases were washed with brine (25 mL), dried (MgSO4) and evaporated to dryness to produce 0.89 g of crude 16 which was used without further purification in the synthesis of compound 17.

Workup

  1. customIn a 25 mL flask was placed
  2. washThe combined organic phases were washed with brine (25 mL)
  3. dry with materialdried (MgSO4)
  4. customevaporated to dryness
  5. customto produce 0.89 g of crude 16 which
  6. customwas used without further purification in the synthesis of compound 17

Sources & evidence

ORD record
ord-46096dcb360d44a88251e5b5f915d266
Source dataset
uspto-grants-2003_03
Patent number
US06528529B1

Reaction notes

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