1,3-Propanesultam → [4-(1,1-Dioxo-1lambda6-isothiazolidin-2-yl)-2-methanesulfonylphenyl][4-(3,5,6-trimethylpyridin-2-yl)piperazin-1-yl]methanone

HRID 2411541Notes

Reaction equation

HRID 2411541 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])=[C:18]([CH3:24])[N:17]=3)[CH2:12][CH2:11]2)=[O:9])=[C:4]([S:25]([CH3:28])(=[O:27])=[O:26])[CH:3]=1.[S:29]1(=[O:35])(=[O:34])[CH2:33][CH2:32][CH2:31][NH:30]1>>[O:34]=[S:29]1(=[O:35])[CH2:33][CH2:32][CH2:31][N:30]1[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])=[C:18]([CH3:24])[N:17]=3)[CH2:12][CH2:11]2)=[O:9])=[C:4]([S:25]([CH3:28])(=[O:27])=[O:26])[CH:3]=1

Participants

3

Reactant 2

HCID 6421571,3-PropanesultamHCID 58484785(4-Bromo-2-methanesulfonylphenyl)[4-(3,5,6-trimethylpyridin-2-yl)piperazin-1-yl]methanone

Product 1

HCID 71252241[4-(1,1-Dioxo-1lambda6-isothiazolidin-2-yl)-2-methanesulfonylphenyl][4-(3,5,6-trimethylpyridin-2-yl)piperazin-1-yl]methanoneYield 52.8%

Procedure

Using (4-bromo-2-methanesulfonylphenyl)[4-(3,5,6-trimethylpyridin-2-yl)piperazin-1-yl]methanone (370 mg) described in Preparation Example 122 and isothiazolidine 1,1-dioxide (96 mg) and by the reaction and treatment in the same manner as in Example 4, the title compound (212 mg) was obtained.

Sources & evidence

ORD record
ord-b9773f07d4aa490ea98046c4d1b335a8
Source dataset
uspto-grants-2014_08
Patent number
US08816079B2

Reaction notes

Loading…