1-(3,5-Dimethylpyridin-2-yl)piperazine → 5-Bromo-2-[4-(3,5-dimethylpyridin-2-yl)piperazine-1-carbonyl]benzonitrile

HRID 2411323Notes

Reaction equation

HRID 2411323 reaction equation
[Br:1][C:2]1[CH:10]=[CH:9][C:5]([C:6]([OH:8])=O)=[C:4]([C:11]#[N:12])[CH:3]=1.[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])=[C:4]([CH:3]=1)[C:11]#[N:12]

Participants

3

Reactant 2

HCID 584844961-(3,5-Dimethylpyridin-2-yl)piperazineHCID 584845854-Bromo-2-cyanobenzoic acid

Product 1

HCID 584846285-Bromo-2-[4-(3,5-dimethylpyridin-2-yl)piperazine-1-carbonyl]benzonitrileYield 81.2%

Procedure

Using 4-bromo-2-cyanobenzoic acid (3.39 g) described in Preparation Example 76 and 1-(3,5-dimethylpyridin-2-yl)piperazine (3.01 g) described in Preparation Example 79 and by the reaction and treatment in the same manner as in Preparation Example 111, the title compound (4.86 g) was obtained.

Workup

  1. customdescribed in Preparation Example 79 and by the reaction and treatment in the same manner as in Preparation Example 111

Sources & evidence

ORD record
ord-1f5d7d1a52fa43f5bd08b574f1c6bac3
Source dataset
uspto-grants-2014_08
Patent number
US08816079B2

Reaction notes

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