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

HRID 2411520Notes

Reaction equation

HRID 2411520 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][CH:18]=2)=[O:16])[CH2:11][CH2:10]1.[CH3:24][C@@H:25]1[CH2:29][CH2:28][S:27](=[O:31])(=[O:30])[NH:26]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:26]3[C@H:25]([CH3:24])[CH2:29][CH2:28][S:27]3(=[O:31])=[O:30])=[CH:19][CH:18]=2)=[O:16])[CH2:11][CH2:10]1

Participants

3

Reactant 2

HCID 16664802(R)-3-methylisothiazolidine 1,1-dioxideHCID 58484733[4-(2,4-Dimethylphenyl)piperazin-1-yl](4-iodophenyl)methanone

Product 1

HCID 71252797(R)-[4-(2,4-dimethylphenyl)piperazin-1-yl][4-(3-methyl-1,1-dioxo-1lambda6-isothiazolidin-2-yl)phenyl]methanoneYield 41.4%

Procedure

Using [4-(2,4-dimethylphenyl)piperazin-1-yl](4-iodophenyl)methanone (294 mg) described in Preparation Example 108 and (R)-3-methylisothiazolidine 1,1-dioxide (94 mg) described in Preparation Example 2 and by the reaction and treatment in the same manner as in Example 1, the title compound (123 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-79b0f6ddec6d4cb2a9ece7bc115917a3
Source dataset
uspto-grants-2014_08
Patent number
US08816079B2

Reaction notes

Loading…