1-Methylpiperazine → (4-Bromo-3-methyl-phenyl)-(4-methyl-piperazin-1-yl)-methanone

HRID 1350044Notes

Reaction equation

HRID 1350044 reaction equation
[Br:1][C:2]1[CH:10]=[CH:9][C:5]([C:6](Cl)=[O:7])=[CH:4][C:3]=1[CH3:11].[CH3:12][N:13]1[CH2:18][CH2:17][NH:16][CH2:15][CH2:14]1>C1(C)C=CC=CC=1>[Br:1][C:2]1[CH:10]=[CH:9][C:5]([C:6]([N:16]2[CH2:17][CH2:18][N:13]([CH3:12])[CH2:14][CH2:15]2)=[O:7])=[CH:4][C:3]=1[CH3:11]

Participants

4

Reactant 2

HCID 531671-MethylpiperazineHCID 70215344-Bromo-3-methylbenzoyl chloride

Product 1

HCID 21093759(4-Bromo-3-methyl-phenyl)-(4-methyl-piperazin-1-yl)-methanoneYield 34%

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

To a solution of 4-bromo-3-methylbenzoyl chloride (0.5 g, 2 mmol) in toluene (6 mL) was added N-methylpiperazine (0.5 mL, 4 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 ethyl acetate and washed with water. The organic layer was dried over sodium sulfate, concentrated under reduced pressure to give 0.2 g (34% yield) of intermediate 11.

Workup

  1. filtrationThe precipitate was filtered
  2. concentrationthe filtrate was concentrated under reduced pressure
  3. washwashed with water
  4. dry with materialThe organic layer was dried over sodium sulfate
  5. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-a7bee8315f7b4fdc9a2add24ac334283
Source dataset
uspto-grants-2007_05
Patent number
US07214676B2

Reaction notes

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