(R)-3-methylisothiazolidine 1,1-dioxide → (R)-[4-(3,5-dimethylpyridin-2-yl)piperazin-1-yl][2-methyl-4-(3-methyl-1,1-dioxo-1lambda6-isothiazolidin-2-yl)phenyl]methanone

HRID 2411517Notes

Reaction equation

HRID 2411517 reaction equation
[CH3:1][C:2]1[C:3]([N:9]2[CH2:14][CH2:13][N:12]([C:15]([C:17]3[CH:22]=[CH:21][C:20](I)=[CH:19][C:18]=3[CH3:24])=[O:16])[CH2:11][CH2:10]2)=[N:4][CH:5]=[C:6]([CH3:8])[CH:7]=1.[CH3:25][C@@H:26]1[CH2:30][CH2:29][S:28](=[O:32])(=[O:31])[NH:27]1>>[CH3:1][C:2]1[C:3]([N:9]2[CH2:14][CH2:13][N:12]([C:15]([C:17]3[CH:22]=[CH:21][C:20]([N:27]4[C@H:26]([CH3:25])[CH2:30][CH2:29][S:28]4(=[O:32])=[O:31])=[CH:19][C:18]=3[CH3:24])=[O:16])[CH2:11][CH2:10]2)=[N:4][CH:5]=[C:6]([CH3:8])[CH:7]=1

Participants

3

Reactant 2

HCID 16664802(R)-3-methylisothiazolidine 1,1-dioxideHCID 71252193[4-(3,5-Dimethylpyridin-2-yl)piperazin-1-yl](4-iodo-2-methylphenyl)methanone

Product 1

HCID 71252472(R)-[4-(3,5-dimethylpyridin-2-yl)piperazin-1-yl][2-methyl-4-(3-methyl-1,1-dioxo-1lambda6-isothiazolidin-2-yl)phenyl]methanoneYield 51.8%

Procedure

Using [4-(3,5-dimethylpyridin-2-yl)piperazin-1-yl](4-iodo-2-methylphenyl)methanone (562 mg) described in Preparation Example 154 and (R)-3-methylisothiazolidine 1,1-dioxide (175 mg) described in Preparation Example 2 and by the reaction and treatment in the same manner as in Example 1, the title compound (296 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-cabad59a9483457c9ff92f8bcc6a7b61
Source dataset
uspto-grants-2014_08
Patent number
US08816079B2

Reaction notes

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