2-Bromobenzoyl chloride → (2-Bromophenyl)(4-methylpiperazin-1-yl)methanone

HRID 1350043Notes

Reaction equation

HRID 1350043 reaction equation
[Br:1][C:2]1[CH:10]=[CH:9][CH:8]=[CH:7][C:3]=1[C:4](Cl)=[O:5].[CH3:11][N:12]1[CH2:17][CH2:16][NH:15][CH2:14][CH2:13]1>C1(C)C=CC=CC=1>[Br:1][C:2]1[CH:10]=[CH:9][CH:8]=[CH:7][C:3]=1[C:4]([N:15]1[CH2:16][CH2:17][N:12]([CH3:11])[CH2:13][CH2:14]1)=[O:5]

Participants

4

Reactant 2

HCID 235422-Bromobenzoyl chlorideHCID 531671-Methylpiperazine

Product 1

HCID 668767(2-Bromophenyl)(4-methylpiperazin-1-yl)methanoneYield 78.5%

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

To a solution of 2-bromobenzoyl chloride (2 g, 9 mmol) in toluene (30 mL) was added N-methylpiperazine (2 mL, 18 mmol, 2 equiv.). The resulting mixture was stirred overnight. The precipitate was filtered and the filtrate was concentrated under reduced pressure. The residue was taken into dichloromethane, washed with water. The organic layer was concentrated under reduced pressure to give 2 g (77% yield) of intermediate 10.

Workup

  1. filtrationThe precipitate was filtered
  2. concentrationthe filtrate was concentrated under reduced pressure
  3. washwashed with water
  4. concentrationThe organic layer was concentrated under reduced pressure

Sources & evidence

ORD record
ord-a0aff40fd8cd48d497cc85e959dfde82
Source dataset
uspto-grants-2007_05
Patent number
US07214676B2

Reaction notes

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