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

HRID 1804136Notes

Reaction equation

HRID 1804136 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 83.1%

Procedure

By reaction and treatment in the same manner as in Preparation Example 90 and using 4-bromo-2-cyanobenzoic acid (2.03 g) described in Preparation Example 192 and 1-(3,5-dimethylpyridin-2-yl)piperazine (1.81 g) described in Preparation Example 47, the title compound (2.98 g) was obtained.

Workup

  1. customBy reaction and treatment in the same manner
  2. customas in Preparation Example 90
  3. customdescribed in Preparation Example 47

Sources & evidence

ORD record
ord-4c5d319daa99497f98bc75f7eec95ff2
Source dataset
uspto-grants-2013_01
Patent number
US08354401B2

Reaction notes

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