Potassium Carbonate → [4-(2-Imidazol-1-yl-ethyl)-piperazin-1-yl]acetonitrile

HRID 555730Notes

Reaction equation

HRID 555730 reaction equation
[N:1]1([CH2:6][CH2:7][N:8]2[CH2:13][CH2:12][NH:11][CH2:10][CH2:9]2)[CH:5]=[CH:4][N:3]=[CH:2]1.Br[CH2:15][C:16]#[N:17].C([O-])([O-])=O.[K+].[K+]>CC#N>[N:1]1([CH2:6][CH2:7][N:8]2[CH2:9][CH2:10][N:11]([CH2:15][C:16]#[N:17])[CH2:12][CH2:13]2)[CH:5]=[CH:4][N:3]=[CH:2]1

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 11534BromoacetonitrileHCID 27593491-(2-Imidazol-1-yl-ethyl)-piperazine

Product 1

HCID 86641785[4-(2-Imidazol-1-yl-ethyl)-piperazin-1-yl]acetonitrile

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

A mixture of 1-(2-Imidazol-1-yl-ethyl)-piperazine (commercially available from CHESS GmbH) (1.0 g, 5.44 mmol), bromoacetonitrile (740 mg, 6.0 mmol) and K2CO3 (1.65 g, 12.0 mmol) in CH3CN (15 mL) is stirred at RT. After completion the product is isolated by filtration with Celite and washed with CH3CN and dried under reduced pressure to give the title compound as oil; ES-MS: M+H=220.2: CtRet=1.70.

Workup

  1. customAfter completion the product is isolated by filtration with Celite
  2. washwashed with CH3CN
  3. customdried under reduced pressure

Sources & evidence

ORD record
ord-5e63030a66e846a797aa9808e31403b4
Source dataset
uspto-grants-2011_11
Patent number
US08053457B2

Reaction notes

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