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1-(3,5-Dimethylpyridin-2-yl)piperazine → [2-Bromo-4-(1,1-dioxo-1lambda6-isothiazolidin-2-ylmethyl)phenyl][4-(3,5-dimethylpyridin-2-yl)piperazin-1-yl]methanone

HRID 2411812
Notes
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Reaction equation

HRID 2411812 reaction equation
[Br:1][C:2]1[CH:11]=[C:10]([CH2:12][N:13]2[CH2:17][CH2:16][CH2:15][S:14]2(=[O:19])=[O:18])[CH:9]=[CH:8][C:3]=1[C:4]([O:6]C)=O.[CH3:20][C:21]1[C:22]([N:28]2[CH2:33][CH2:32][NH:31][CH2:30][CH2:29]2)=[N:23][CH:24]=[C:25]([CH3:27])[CH:26]=1>>[Br:1][C:2]1[CH:11]=[C:10]([CH2:12][N:13]2[CH2:17][CH2:16][CH2:15][S:14]2(=[O:19])=[O:18])[CH:9]=[CH:8][C:3]=1[C:4]([N:31]1[CH2:32][CH2:33][N:28]([C:22]2[C:21]([CH3:20])=[CH:26][C:25]([CH3:27])=[CH:24][N:23]=2)[CH2:29][CH2:30]1)=[O:6]
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

3

Reactant 2

HCID 584844961-(3,5-Dimethylpyridin-2-yl)piperazineHCID 71252648HCID 71252648, compound

Product 1

HCID 71252686[2-Bromo-4-(1,1-dioxo-1lambda6-isothiazolidin-2-ylmethyl)phenyl][4-(3,5-dimethylpyridin-2-yl)piperazin-1-yl]methanoneYield 84.6%

Procedure

Using methyl 2-bromo-4-(1,1-dioxo-1λ6-isothiazolidin-2-ylmethyl)benzoate (312 mg) described in Preparation Example 177 and 1-(3,5-dimethylpyridin-2-yl)piperazine (171 mg) described in Preparation Example 79 and by the reaction and treatment in the same manner as in Example 109, the title compound (384 mg) was obtained.

Workup

  1. customdescribed in Preparation Example 79 and by the reaction and treatment in the same manner as in Example 109

Sources & evidence

ORD record
ord-32e37c7c484e48f88ce43e8ac645b702
Source dataset
uspto-grants-2014_08
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US08816079B2

Reaction notes

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On this pageParticipantsProcedureWorkupSources & evidenceReaction notes