4-Bromo-3-chlorobenzoic acid → (4-Bromo-3-chlorophenyl)[4-(3,5-dimethylpyridin-2-yl)piperazin-1-yl]methanone

HRID 1804017Notes

Reaction equation

HRID 1804017 reaction equation
[Br:1][C:2]1[CH:10]=[CH:9][C:5]([C:6]([OH:8])=O)=[CH:4][C:3]=1[Cl:11].Cl.[CH3:13][C:14]1[C:15]([N:21]2[CH2:26][CH2:25][NH:24][CH2:23][CH2:22]2)=[N:16][CH:17]=[C:18]([CH3:20])[CH:19]=1>>[Br:1][C:2]1[CH:10]=[CH:9][C:5]([C:6]([N:24]2[CH2:25][CH2:26][N:21]([C:15]3[C:14]([CH3:13])=[CH:19][C:18]([CH3:20])=[CH:17][N:16]=3)[CH2:22][CH2:23]2)=[O:8])=[CH:4][C:3]=1[Cl:11]

Participants

3

Reactant 2

HCID 125943024-Bromo-3-chlorobenzoic acidHCID 673813791-(3,5-Dimethylpyridin-2-yl)piperazine hydrochloride

Product 1

HCID 58484487(4-Bromo-3-chlorophenyl)[4-(3,5-dimethylpyridin-2-yl)piperazin-1-yl]methanoneYield 99.1%

Procedure

By reaction and treatment in the same manner as in Preparation Example 69 and using 4-bromo-3-chlorobenzoic acid (989 mg) and 1-(3,5-dimethylpyridin-2-yl)piperazine hydrochloride (956 mg) described in Preparation Example 64, the title compound (1.7 g) was obtained.

Workup

  1. customBy reaction and treatment in the same manner
  2. customas in Preparation Example 69
  3. customdescribed in Preparation Example 64

Sources & evidence

ORD record
ord-4ef2e58fe2754ef1a981225e0888b4aa
Source dataset
uspto-grants-2013_01
Patent number
US08354401B2

Reaction notes

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