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

HRID 2411401Notes

Reaction equation

HRID 2411401 reaction equation
[CH3:1][C@H:2]1[CH2:6][S:5](=[O:8])(=[O:7])[NH:4][CH2:3]1.[CH3:9][C:10]1[CH:15]=[C:14]([CH3:16])[CH:13]=[CH:12][C:11]=1[N:17]1[CH2:22][CH2:21][N:20]([C:23]([C:25]2[CH:30]=[CH:29][C:28](I)=[CH:27][CH:26]=2)=[O:24])[CH2:19][CH2:18]1>>[CH3:9][C:10]1[CH:15]=[C:14]([CH3:16])[CH:13]=[CH:12][C:11]=1[N:17]1[CH2:18][CH2:19][N:20]([C:23]([C:25]2[CH:30]=[CH:29][C:28]([N:4]3[CH2:3][C@@H:2]([CH3:1])[CH2:6][S:5]3(=[O:8])=[O:7])=[CH:27][CH:26]=2)=[O:24])[CH2:21][CH2:22]1

Participants

3

Reactant 2

HCID 58484733[4-(2,4-Dimethylphenyl)piperazin-1-yl](4-iodophenyl)methanoneHCID 86676775(R)-4-methylisothiazolidine 1,1-dioxide

Product 1

HCID 71251944(R)-[4-(2,4-dimethylphenyl)piperazin-1-yl][4-(4-methyl-1,1-dioxo-1lambda6-isothiazolidin-2-yl)phenyl]methanoneYield 9.1%

Procedure

Using (R)-4-methylisothiazolidine 1,1-dioxide (203 mg) described in Preparation Example 7 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 (39 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-50261e38e8d741f3a8407c719589a5ab
Source dataset
uspto-grants-2014_08
Patent number
US08816079B2

Reaction notes

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