1-(2,4-Xylyl)piperazine → (4-Bromo-2-chloro-5-fluorophenyl)[4-(2,4-dimethylphenyl)piperazin-1-yl]methanone

HRID 1803938Notes

Reaction equation

HRID 1803938 reaction equation
[Br:1][C:2]1[C:10]([F:11])=[CH:9][C:5]([C:6]([OH:8])=O)=[C:4]([Cl:12])[CH:3]=1.[CH3:13][C:14]1[CH:19]=[C:18]([CH3:20])[CH:17]=[CH:16][C:15]=1[N:21]1[CH2:26][CH2:25][NH:24][CH2:23][CH2:22]1>>[Br:1][C:2]1[C:10]([F:11])=[CH:9][C:5]([C:6]([N:24]2[CH2:25][CH2:26][N:21]([C:15]3[CH:16]=[CH:17][C:18]([CH3:20])=[CH:19][C:14]=3[CH3:13])[CH2:22][CH2:23]2)=[O:8])=[C:4]([Cl:12])[CH:3]=1

Participants

3

Reactant 2

HCID 705441-(2,4-Xylyl)piperazineHCID 27362254-Bromo-2-chloro-5-fluorobenzoic acid

Product 1

HCID 58484863(4-Bromo-2-chloro-5-fluorophenyl)[4-(2,4-dimethylphenyl)piperazin-1-yl]methanoneYield 101.2%

Procedure

By reaction and treatment in the same manner as in Preparation Example 1 and using 4-bromo-2-chloro-5-fluorobenzoic acid (5 g) and 1-(2,4-dimethylphenyl)piperazine (3.8 g), the title compound (8.5 g) was obtained.

Workup

  1. customBy reaction and treatment in the same manner
  2. customas in Preparation Example 1

Sources & evidence

ORD record
ord-93fa06f9498b42b59d9451374d965bd9
Source dataset
uspto-grants-2013_01
Patent number
US08354401B2

Reaction notes

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