[4-(2,4-Dimethylphenyl)piperazin-1-yl](4-iodophenyl)methanone → (S)-[4-(2,4-dimethylphenyl)piperazin-1-yl][4-(3-isopropyl-1,1-dioxo-1lambda6-isothiazolidin-2-yl)phenyl]methanone

HRID 2411397Notes

Reaction equation

HRID 2411397 reaction equation
[CH:1]([C@@H:4]1[CH2:8][CH2:7][S:6](=[O:10])(=[O:9])[NH:5]1)([CH3:3])[CH3:2].[CH3:11][C:12]1[CH:17]=[C:16]([CH3:18])[CH:15]=[CH:14][C:13]=1[N:19]1[CH2:24][CH2:23][N:22]([C:25]([C:27]2[CH:32]=[CH:31][C:30](I)=[CH:29][CH:28]=2)=[O:26])[CH2:21][CH2:20]1>>[CH3:11][C:12]1[CH:17]=[C:16]([CH3:18])[CH:15]=[CH:14][C:13]=1[N:19]1[CH2:20][CH2:21][N:22]([C:25]([C:27]2[CH:32]=[CH:31][C:30]([N:5]3[C@H:4]([CH:1]([CH3:3])[CH3:2])[CH2:8][CH2:7][S:6]3(=[O:10])=[O:9])=[CH:29][CH:28]=2)=[O:26])[CH2:23][CH2:24]1

Participants

3

Reactant 2

HCID 58484733[4-(2,4-Dimethylphenyl)piperazin-1-yl](4-iodophenyl)methanoneHCID 86676751(S)-3-isopropylisothiazolidine 1,1-dioxide

Product 1

HCID 71252932(S)-[4-(2,4-dimethylphenyl)piperazin-1-yl][4-(3-isopropyl-1,1-dioxo-1lambda6-isothiazolidin-2-yl)phenyl]methanoneYield 23.5%

Procedure

Using (S)-3-isopropylisothiazolidine 1,1-dioxide (320 mg) described in Preparation Example 6 and [4-(2,4-dimethylphenyl)piperazin-1-yl](4-iodophenyl)methanone (420 mg) described in Preparation Example 108 and by the reaction and treatment in the same manner as in Example 1, the title compound (107 mg) was obtained.

Workup

  1. customdescribed in Preparation Example 108 and by the reaction and treatment in the same manner as in Example 1

Sources & evidence

ORD record
ord-4c76d6fcf3314d768abbdeb8291658fe
Source dataset
uspto-grants-2014_08
Patent number
US08816079B2

Reaction notes

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