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

HRID 1804019Notes

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

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. customas in Preparation Example 8
  3. customdescribed in Preparation Example 64

Sources & evidence

ORD record
ord-fcb0767dcc1b44daa77dd02520a36f22
Source dataset
uspto-grants-2013_01
Patent number
US08354401B2

Reaction notes

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