(R)-3-methylisothiazolidine 1,1-dioxide → (R)-[4-(2,4-dimethylphenyl)piperazin-1-yl][2-methanesulfonyl-4-(3-methyl-1,1-dioxo-1lambda6-isothiazolidin-2-yl)phenyl]methanone

HRID 2411523Notes

Reaction equation

HRID 2411523 reaction equation
[CH3:1][C:2]1[CH:7]=[C:6]([CH3:8])[CH:5]=[CH:4][C:3]=1[N:9]1[CH2:14][CH2:13][N:12]([C:15]([C:17]2[CH:22]=[CH:21][C:20](I)=[CH:19][C:18]=2[S:24]([CH3:27])(=[O:26])=[O:25])=[O:16])[CH2:11][CH2:10]1.[CH3:28][C@@H:29]1[CH2:33][CH2:32][S:31](=[O:35])(=[O:34])[NH:30]1>>[CH3:1][C:2]1[CH:7]=[C:6]([CH3:8])[CH:5]=[CH:4][C:3]=1[N:9]1[CH2:14][CH2:13][N:12]([C:15]([C:17]2[CH:22]=[CH:21][C:20]([N:30]3[C@H:29]([CH3:28])[CH2:33][CH2:32][S:31]3(=[O:35])=[O:34])=[CH:19][C:18]=2[S:24]([CH3:27])(=[O:26])=[O:25])=[O:16])[CH2:11][CH2:10]1

Participants

3

Reactant 2

HCID 16664802(R)-3-methylisothiazolidine 1,1-dioxideHCID 71252305[4-(2,4-Dimethylphenyl)piperazin-1-yl](4-iodo-2-methanesulfonylphenyl)methanone

Product 1

HCID 71252376(R)-[4-(2,4-dimethylphenyl)piperazin-1-yl][2-methanesulfonyl-4-(3-methyl-1,1-dioxo-1lambda6-isothiazolidin-2-yl)phenyl]methanoneYield 57.3%

Procedure

Using [4-(2,4-dimethylphenyl)piperazin-1-yl](4-iodo-2-methanesulfonylphenyl)methanone (886 mg) described in Preparation Example 157 and (R)-3-methylisothiazolidine 1,1-dioxide (240 mg) described in Preparation Example 2 and by the reaction and treatment in the same manner as in Example 1, the title compound (514 mg) was obtained.

Workup

  1. customdescribed in Preparation Example 2 and by the reaction and treatment in the same manner as in Example 1

Sources & evidence

ORD record
ord-26e437526bb74373bb6c843a2e1485b1
Source dataset
uspto-grants-2014_08
Patent number
US08816079B2

Reaction notes

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