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4-Bromo-2-fluorobenzoyl chloride → (4-Bromo-2-fluorophenyl)[4-(5-cyclopropyl-3-methylpyridin-2-yl)piperazin-1-yl]methanone

HRID 2411252
Notes
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Reaction equation

HRID 2411252 reaction equation
[Br:1][C:2]1[CH:10]=[CH:9][C:5]([C:6](Cl)=[O:7])=[C:4]([F:11])[CH:3]=1.Cl.[CH:13]1([C:16]2[CH:17]=[C:18]([CH3:28])[C:19]([N:22]3[CH2:27][CH2:26][NH:25][CH2:24][CH2:23]3)=[N:20][CH:21]=2)[CH2:15][CH2:14]1>>[Br:1][C:2]1[CH:10]=[CH:9][C:5]([C:6]([N:25]2[CH2:26][CH2:27][N:22]([C:19]3[C:18]([CH3:28])=[CH:17][C:16]([CH:13]4[CH2:14][CH2:15]4)=[CH:21][N:20]=3)[CH2:23][CH2:24]2)=[O:7])=[C:4]([F:11])[CH:3]=1
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

3

Reactant 2

HCID 27340264-Bromo-2-fluorobenzoyl chlorideHCID 673810911-(5-Cyclopropyl-3-methylpyridin-2-yl)piperazine hydrochloride

Product 1

HCID 58484842(4-Bromo-2-fluorophenyl)[4-(5-cyclopropyl-3-methylpyridin-2-yl)piperazin-1-yl]methanoneYield 95.4%

Procedure

Using 4-bromo-2-fluorobenzoyl chloride (2.5 g) and 1-(5-cyclopropyl-3-methylpyridin-2-yl)piperazine hydrochloride (2.7 g) described in Preparation Example 82 and by the reaction and treatment in the same manner as in Preparation Example 108, the title compound (4.2 g) was obtained.

Workup

  1. customdescribed in Preparation Example 82 and by the reaction and treatment in the same manner as in Preparation Example 108

Sources & evidence

ORD record
ord-9000224692224b0c97eaa5d9879d02b8
Source dataset
uspto-grants-2014_08
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US08816079B2

Reaction notes

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On this pageParticipantsProcedureWorkupSources & evidenceReaction notes