(R)-3-methylisothiazolidine 1,1-dioxide → (R)-[2-methanesulfonyl-4-(3-methyl-1,1-dioxo-1lambda6-isothiazolidin-2-yl)phenyl][4-(3,5,6-trimethylpyridin-2-yl)piperazin-1-yl]methanone

HRID 2411542Notes

Reaction equation

HRID 2411542 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.[CH3:29][C@@H:30]1[CH2:34][CH2:33][S:32](=[O:36])(=[O:35])[NH:31]1>>[CH3:28][S:25]([C:4]1[CH:3]=[C:2]([N:31]2[C@H:30]([CH3:29])[CH2:34][CH2:33][S:32]2(=[O:36])=[O:35])[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])=[C:18]([CH3:24])[N:17]=2)[CH2:12][CH2:11]1)=[O:9])(=[O:27])=[O:26]

Participants

3

Reactant 2

HCID 16664802(R)-3-methylisothiazolidine 1,1-dioxideHCID 58484785(4-Bromo-2-methanesulfonylphenyl)[4-(3,5,6-trimethylpyridin-2-yl)piperazin-1-yl]methanone

Product 1

HCID 71252367(R)-[2-methanesulfonyl-4-(3-methyl-1,1-dioxo-1lambda6-isothiazolidin-2-yl)phenyl][4-(3,5,6-trimethylpyridin-2-yl)piperazin-1-yl]methanoneYield 48.5%

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 (R)-3-methylisothiazolidine 1,1-dioxide (107 mg) described in Preparation Example 2 and by the reaction and treatment in the same manner as in Example 4, the title compound (200 mg) was obtained.

Workup

  1. customdescribed in Preparation Example 2 and by the reaction and treatment in the same manner as in Example 4

Sources & evidence

ORD record
ord-7d55bb89ac764674af4915aa3fac170a
Source dataset
uspto-grants-2014_08
Patent number
US08816079B2

Reaction notes

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