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4-Bromo-2-chloro-5-fluorobenzoyl chloride → (4-Bromo-2-chloro-5-fluorophenyl)[4-(3,5-dimethylpyridin-2-yl)piperazin-1-yl]methanone

HRID 1804019
Notes
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Reaction equation

HRID 1804019 reaction equation
[Br:1][C:2]1[C:10]([F:11])=[CH:9][C:5]([C:6](Cl)=[O:7])=[C:4]([Cl:12])[CH:3]=1.Cl.[CH3:14][C:15]1[C:16]([N:22]2[CH2:27][CH2:26][NH:25][CH2:24][CH2:23]2)=[N:17][CH:18]=[C:19]([CH3:21])[CH:20]=1>>[Br:1][C:2]1[C:10]([F:11])=[CH:9][C:5]([C:6]([N:25]2[CH2:26][CH2:27][N:22]([C:16]3[C:15]([CH3:14])=[CH:20][C:19]([CH3:21])=[CH:18][N:17]=3)[CH2:23][CH2:24]2)=[O:7])=[C:4]([Cl:12])[CH:3]=1
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

3

Reactant 2

HCID 27362264-Bromo-2-chloro-5-fluorobenzoyl chlorideHCID 673813791-(3,5-Dimethylpyridin-2-yl)piperazine hydrochloride

Product 1

HCID 58484674(4-Bromo-2-chloro-5-fluorophenyl)[4-(3,5-dimethylpyridin-2-yl)piperazin-1-yl]methanoneYield 95.6%

Procedure

By reaction and treatment in the same manner as in Preparation Example 8 and using 4-bromo-2-chloro-5-fluorobenzoyl chloride (1 g) and 1-(3,5-dimethylpyridin-2-yl)piperazine hydrochloride (843 mg) described in Preparation Example 64, the title compound (1.5 g) was obtained.

Workup

  1. customBy reaction and treatment in the same manner
  2. custom
as in Preparation Example 8
  • customdescribed in Preparation Example 64
  • Sources & evidence

    ORD record
    ord-fcb0767dcc1b44daa77dd02520a36f22
    Source dataset
    uspto-grants-2013_01
    DOI
    10.6084/m9.figshare.5104873.v1
    Patent number
    US08354401B2

    Reaction notes

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    On this pageParticipantsProcedureWorkupSources & evidenceReaction notes