[4-(3,5-Dimethylpyridin-2-yl)piperazin-1-yl](4-iodophenyl)methanone → (S)-[4-(3,5-dimethylpyridin-2-yl)piperazin-1-yl][4-(3-isopropyl-1,1-dioxo-1lambda6-isothiazolidin-2-yl)phenyl]methanone

HRID 2411409Notes

Reaction equation

HRID 2411409 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[C:13]([N:19]2[CH2:24][CH2:23][N:22]([C:25]([C:27]3[CH:32]=[CH:31][C:30](I)=[CH:29][CH:28]=3)=[O:26])[CH2:21][CH2:20]2)=[N:14][CH:15]=[C:16]([CH3:18])[CH:17]=1>>[CH3:11][C:12]1[C:13]([N:19]2[CH2:20][CH2:21][N:22]([C:25]([C:27]3[CH:32]=[CH:31][C:30]([N:5]4[C@H:4]([CH:1]([CH3:3])[CH3:2])[CH2:8][CH2:7][S:6]4(=[O:10])=[O:9])=[CH:29][CH:28]=3)=[O:26])[CH2:23][CH2:24]2)=[N:14][CH:15]=[C:16]([CH3:18])[CH:17]=1

Participants

3

Reactant 2

HCID 58484535[4-(3,5-Dimethylpyridin-2-yl)piperazin-1-yl](4-iodophenyl)methanoneHCID 86676751(S)-3-isopropylisothiazolidine 1,1-dioxide

Product 1

HCID 71252116(S)-[4-(3,5-dimethylpyridin-2-yl)piperazin-1-yl][4-(3-isopropyl-1,1-dioxo-1lambda6-isothiazolidin-2-yl)phenyl]methanoneYield 14.9%

Procedure

Using (S)-3-isopropylisothiazolidine 1,1-dioxide (300 mg) described in Preparation Example 6 and [4-(3,5-dimethylpyridin-2-yl)piperazin-1-yl](4-iodophenyl)methanone (421 mg) described in Preparation Example 113 and by the reaction and treatment in the same manner as in Example 4, the title compound (68 mg) was obtained.

Workup

  1. customdescribed in Preparation Example 113 and by the reaction and treatment in the same manner as in Example 4

Sources & evidence

ORD record
ord-0d2b5dec9ba34b91a95caed296720ebf
Source dataset
uspto-grants-2014_08
Patent number
US08816079B2

Reaction notes

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