4-Bromo-2-fluorobenzoic acid → (4-Bromo-2-fluorophenyl)[4-(5-cyclopropylpyridin-2-yl)piperazin-1-yl]methanone

HRID 1804131Notes

Reaction equation

HRID 1804131 reaction equation
[Br:1][C:2]1[CH:10]=[CH:9][C:5]([C:6]([OH:8])=O)=[C:4]([F:11])[CH:3]=1.[CH:12]1([C:15]2[CH:16]=[CH:17][C:18]([N:21]3[CH2:26][CH2:25][NH:24][CH2:23][CH2:22]3)=[N:19][CH:20]=2)[CH2:14][CH2:13]1>>[Br:1][C:2]1[CH:10]=[CH:9][C:5]([C:6]([N:24]2[CH2:25][CH2:26][N:21]([C:18]3[CH:17]=[CH:16][C:15]([CH:12]4[CH2:14][CH2:13]4)=[CH:20][N:19]=3)[CH2:22][CH2:23]2)=[O:8])=[C:4]([F:11])[CH:3]=1

Participants

3

Reactant 2

HCID 3026814-Bromo-2-fluorobenzoic acidHCID 584848401-(5-Cyclopropylpyridin-2-yl)piperazine

Product 1

HCID 58484657(4-Bromo-2-fluorophenyl)[4-(5-cyclopropylpyridin-2-yl)piperazin-1-yl]methanoneYield 85.3%

Procedure

By reaction and treatment in the same manner as in Preparation Example 90 and using 4-bromo-2-fluorobenzoic acid (1.2 g) and 1-(5-cyclopropylpyridin-2-yl)piperazine (1.02 g) described in Preparation Example 187, the title compound (1.73 g) was obtained.

Workup

  1. customBy reaction and treatment in the same manner
  2. customas in Preparation Example 90
  3. customdescribed in Preparation Example 187

Sources & evidence

ORD record
ord-d323194e6b454d2b92ac0cc876454b07
Source dataset
uspto-grants-2013_01
Patent number
US08354401B2

Reaction notes

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