4-Bromo-2-cyanobenzoic acid → 5-Bromo-2-[4-(5-cyclopropyl-3-methylpyridin-2-yl)piperazine-1-carbonyl]benzonitrile

HRID 1804137

Reaction equation

HRID 1804137 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.[CH:13]1([C:16]2[CH:17]=[C:18]([CH3:28])[C:19]([N:22]3[CH2:27][CH2:26][NH:25][CH2:24][CH2:23]3)=[N:20][CH:21]=2)[CH2:15][CH2:14]1>>[Br:1][C:2]1[CH:10]=[CH:9][C:5]([C:6]([N:25]2[CH2:26][CH2:27][N:22]([C:19]3[C:18]([CH3:28])=[CH:17][C:16]([CH:13]4[CH2:14][CH2:15]4)=[CH:21][N:20]=3)[CH2:23][CH2:24]2)=[O:8])=[C:4]([CH:3]=1)[C:11]#[N:12]

Participants

3

Reactant 2

HCID 584845854-Bromo-2-cyanobenzoic acidHCID 584847181-(5-Cyclopropyl-3-methylpyridin-2-yl)piperazine

Product 1

HCID 584845735-Bromo-2-[4-(5-cyclopropyl-3-methylpyridin-2-yl)piperazine-1-carbonyl]benzonitrileYield 82.2%

Procedure

By reaction and treatment in the same manner as in Preparation Example 90 and using 4-bromo-2-cyanobenzoic acid (2.14 g) described in Preparation Example 192 and 1-(5-cyclopropyl-3-methylpyridin-2-yl)piperazine (2.16 g) described in Preparation Example 96, the title compound (3.31 g) was obtained.

Workup

  1. customBy reaction and treatment in the same manner
  2. customas in Preparation Example 90
  3. customdescribed in Preparation Example 96

Sources & evidence

ORD record
ord-ccd4a5f4a40347b58662aa1b29afc40b
Source dataset
uspto-grants-2013_01
Patent number
US08354401B2

Linked notes

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