4-Bromo-2-methanesulfonylbenzoic acid → (4-Bromo-2-methanesulfonylphenyl)[4-(5-cyclopropyl-3-methylpyridin-2-yl)piperazin-1-yl]methanone

HRID 2411257Notes

Reaction equation

HRID 2411257 reaction equation
[Br:1][C:2]1[CH:10]=[CH:9][C:5]([C:6]([OH:8])=O)=[C:4]([S:11]([CH3:14])(=[O:13])=[O:12])[CH:3]=1.Cl.[CH:16]1([C:19]2[CH:20]=[C:21]([CH3:31])[C:22]([N:25]3[CH2:30][CH2:29][NH:28][CH2:27][CH2:26]3)=[N:23][CH:24]=2)[CH2:18][CH2:17]1>>[Br:1][C:2]1[CH:10]=[CH:9][C:5]([C:6]([N:28]2[CH2:29][CH2:30][N:25]([C:22]3[C:21]([CH3:31])=[CH:20][C:19]([CH:16]4[CH2:17][CH2:18]4)=[CH:24][N:23]=3)[CH2:26][CH2:27]2)=[O:8])=[C:4]([S:11]([CH3:14])(=[O:13])=[O:12])[CH:3]=1

Participants

3

Reactant 2

HCID 27610574-Bromo-2-methanesulfonylbenzoic acidHCID 673810911-(5-Cyclopropyl-3-methylpyridin-2-yl)piperazine hydrochloride

Product 1

HCID 58484821(4-Bromo-2-methanesulfonylphenyl)[4-(5-cyclopropyl-3-methylpyridin-2-yl)piperazin-1-yl]methanoneYield 94.1%

Procedure

Using 4-bromo-2-methanesulfonylbenzoic acid (558 mg) and 1-(5-cyclopropyl-3-methylpyridin-2-yl)piperazine hydrochloride (508 mg) described in Preparation Example 82 and by the reaction and treatment in the same manner as in Preparation Example 119, the title compound (0.9 g) was obtained.

Workup

  1. customdescribed in Preparation Example 82 and by the reaction and treatment in the same manner as in Preparation Example 119

Sources & evidence

ORD record
ord-f0c5dd6c29054098ad35eaf3d14bc755
Source dataset
uspto-grants-2014_08
Patent number
US08816079B2

Reaction notes

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