Water → 4-(4-Methylpiperazin-1-yl)butanenitrile

HRID 1723878Notes

Reaction equation

HRID 1723878 reaction equation
[CH3:1][N:2]1[CH2:7][CH2:6][NH:5][CH2:4][CH2:3]1.Br[CH2:9][CH2:10][CH2:11][C:12]#[N:13].C(=O)([O-])[O-].[K+].[K+].O>C(#N)C.C(OCC)(=O)C>[CH3:1][N:2]1[CH2:7][CH2:6][N:5]([CH2:9][CH2:10][CH2:11][C:12]#[N:13])[CH2:4][CH2:3]1

Participants

7

Reactant 4

HCID 962WaterHCID 11430Potassium CarbonateHCID 214124-BromobutyronitrileHCID 531671-Methylpiperazine

Product 1

HCID 186263904-(4-Methylpiperazin-1-yl)butanenitrile

Reagents, catalysts & solvents 2

HCID 6342AcetonitrileSolventHCID 8857Ethyl AcetateSolvent

Procedure

In a 25 mL flask was placed 1-methyl-piperazine (0.52 g, 5.1 mmol), 4-bromobutyronitrile (0.78 g, 5.3 mmol) and potassium carbonate (0.71 g, 5.3 mmol) suspended in acetonitrile (5 mL). The reaction mixture was stirred at rt for 4 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 0.72 g of crude 14 which was used without further purification in the synthesis of compound 15.

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 0.72 g of crude 14 which
  6. customwas used without further purification in the synthesis of compound 15

Sources & evidence

ORD record
ord-5c6b877b0d2a4cf9a6061b9a87d1ae72
Source dataset
uspto-grants-2009_02
Patent number
US07485651B2

Reaction notes

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