1,3-Propanesultam → [2-Chloro-4-(1,1-dioxo-1lambda6-isothiazolidin-2-yl)phenyl][4-(3,5-dimethylpyridin-2-yl)piperazin-1-yl]methanone

HRID 2411580Notes

Reaction equation

HRID 2411580 reaction equation
Br[C:2]1[CH:7]=[CH:6][C:5]([C:8]([N:10]2[CH2:15][CH2:14][N:13]([C:16]3[C:21]([CH3:22])=[CH:20][C:19]([CH3:23])=[CH:18][N:17]=3)[CH2:12][CH2:11]2)=[O:9])=[C:4]([Cl:24])[CH:3]=1.[S:25]1(=[O:31])(=[O:30])[CH2:29][CH2:28][CH2:27][NH:26]1>>[Cl:24][C:4]1[CH:3]=[C:2]([N:26]2[CH2:27][CH2:28][CH2:29][S:25]2(=[O:31])=[O:30])[CH:7]=[CH:6][C:5]=1[C:8]([N:10]1[CH2:15][CH2:14][N:13]([C:16]2[C:21]([CH3:22])=[CH:20][C:19]([CH3:23])=[CH:18][N:17]=2)[CH2:12][CH2:11]1)=[O:9]

Participants

3

Reactant 2

HCID 6421571,3-PropanesultamHCID 58484833(4-Bromo-2-chlorophenyl)[4-(3,5-dimethylpyridin-2-yl)piperazin-1-yl]methanone

Product 1

HCID 71252483[2-Chloro-4-(1,1-dioxo-1lambda6-isothiazolidin-2-yl)phenyl][4-(3,5-dimethylpyridin-2-yl)piperazin-1-yl]methanoneYield 13.2%

Procedure

Using (4-bromo-2-chlorophenyl)[4-(3,5-dimethylpyridin-2-yl)piperazin-1-yl]methanone (408 mg) described in Preparation Example 119 and isothiazolidine 1,1-dioxide (121 mg) and by the reaction and treatment in the same manner as in Example 1, the title compound (59 mg) was obtained.

Sources & evidence

ORD record
ord-4364cc0c68894748857291a984341737
Source dataset
uspto-grants-2014_08
Patent number
US08816079B2

Reaction notes

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