1-Methylpiperazine → 4-(4-methylpiperazin-1-yl)benzonitrile

HRID 885831Notes

Reaction equation

HRID 885831 reaction equation
[CH3:1][N:2]1[CH2:7][CH2:6][NH:5][CH2:4][CH2:3]1.BrC[C:10]1[CH:17]=[CH:16][C:13]([C:14]#[N:15])=[CH:12][CH:11]=1>C(Cl)Cl>[CH3:1][N:2]1[CH2:7][CH2:6][N:5]([C:10]2[CH:17]=[CH:16][C:13]([C:14]#[N:15])=[CH:12][CH:11]=2)[CH2:4][CH2:3]1

Participants

4

Reactant 2

HCID 531671-MethylpiperazineHCID 869964-(Bromomethyl)benzonitrile

Product 1

HCID 7632054-(4-methylpiperazin-1-yl)benzonitrileYield 71.1%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Procedure

1-methyl piperazine (805 μl, 7.6 mmol) was added to a solution of 4-(bromomethyl)benzonitrile (1 g, 5.1 mmol) and TEA (1.4 ml, 10.2 mmol) in DCM (15 ml) and the resulting mixture was stirred at room temperature for 24 hours. The solution was then diluted with DCM, washed with a 5% NaHCO3 solution and then with H2O. The organic phase was dried over Na2SO4 and evaporated to dryness to give 0.73 g of 4-(4-methyl-piperazin-1-yl)-benzonitrile as a white solid.

Workup

  1. washwashed with a 5% NaHCO3 solution
  2. dry with materialThe organic phase was dried over Na2SO4
  3. customevaporated to dryness

Sources & evidence

ORD record
ord-d1892d61201442938bbc960175b99f77
Source dataset
uspto-grants-2012_08
Patent number
US08242175B2

Reaction notes

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