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

HRID 1804009Notes

Reaction equation

HRID 1804009 reaction equation
[Br:1][C:2]1[CH:10]=[CH:9][C:5]([C:6]([OH:8])=O)=[C:4]([N+:11]([O-:13])=[O:12])[CH:3]=1.[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[CH:10]=[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:8])=[C:4]([N+:11]([O-:13])=[O:12])[CH:3]=1

Participants

3

Reactant 2

HCID 37744674-Bromo-2-nitrobenzoic acidHCID 584844961-(3,5-Dimethylpyridin-2-yl)piperazine

Product 1

HCID 58484547(4-Bromo-2-nitrophenyl)[4-(3,5-dimethylpyridin-2-yl)piperazin-1-yl]methanoneYield 90.3%

Procedure

By reaction and treatment in the same manner as in Preparation Example 60 and using 4-bromo-2-nitrobenzoic acid (2.3 g) and 1-(3,5-dimethylpyridin-2-yl)piperazine (1.91 g) described in Preparation Example 47, the title compound (3.54 g) was obtained.

Workup

  1. customBy reaction and treatment in the same manner
  2. customas in Preparation Example 60
  3. customdescribed in Preparation Example 47

Sources & evidence

ORD record
ord-a797f5c141b04e10a6d89c0ec1526c1c
Source dataset
uspto-grants-2013_01
Patent number
US08354401B2

Reaction notes

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