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4-Bromo-2-(methylsulfonamido)benzoic acid → N-{5-bromo-2-[4-(3,5-dimethylpyridin-2-yl)piperazine-1-carbonyl]phenyl}methanesulfonamide

HRID 1804070
Notes
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Reaction equation

HRID 1804070 reaction equation
[Br:1][C:2]1[CH:10]=[CH:9][C:5]([C:6]([OH:8])=O)=[C:4]([NH:11][S:12]([CH3:15])(=[O:14])=[O:13])[CH:3]=1.[CH3:16][C:17]1[C:18]([N:24]2[CH2:29][CH2:28][NH:27][CH2:26][CH2:25]2)=[N:19][CH:20]=[C:21]([CH3:23])[CH:22]=1>>[Br:1][C:2]1[CH:10]=[CH:9][C:5]([C:6]([N:27]2[CH2:28][CH2:29][N:24]([C:18]3[C:17]([CH3:16])=[CH:22][C:21]([CH3:23])=[CH:20][N:19]=3)[CH2:25][CH2:26]2)=[O:8])=[C:4]([NH:11][S:12]([CH3:15])(=[O:14])=[O:13])[CH:3]=1
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

3

Reactant 2

HCID 226210824-Bromo-2-(methylsulfonamido)benzoic acidHCID 584844961-(3,5-Dimethylpyridin-2-yl)piperazine

Product 1

HCID 58484868N-{5-bromo-2-[4-(3,5-dimethylpyridin-2-yl)piperazine-1-carbonyl]phenyl}methanesulfonamideYield 21%

Procedure

By reaction and treatment in the same manner as in Preparation Example 60 and using 4-bromo-2-methanesulfonylaminobenzoic acid (0.964 g) described in Preparation Example 122 and 1-(3,5-dimethylpyridin-2-yl)piperazine (0.629 g) described in Preparation Example 47, the title compound (0.321 g) was obtained.

Workup

  1. customBy reaction and treatment in the same manner
custom
as in Preparation Example 60
  • customdescribed in Preparation Example 47
  • Sources & evidence

    ORD record
    ord-01858155c80c4982a9000299499e5f34
    Source dataset
    uspto-grants-2013_01
    DOI
    10.6084/m9.figshare.5104873.v1
    Patent number
    US08354401B2

    Reaction notes

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    On this pageParticipantsProcedureWorkupSources & evidenceReaction notes