(4-Bromo-2-methylphenyl)[4-(3,5-dimethylpyridin-2-yl)piperazin-1-yl]methanone → (S)-[4-(3,5-dimethylpyridin-2-yl)piperazin-1-yl][2-methyl-4-(4-methyl-1,1-dioxo-1lambda6-isothiazolidin-2-yl)phenyl]methanone

HRID 2411427Notes

Reaction equation

HRID 2411427 reaction equation
[CH3:1][C@@H:2]1[CH2:6][S:5](=[O:8])(=[O:7])[NH:4][CH2:3]1.Br[C:10]1[CH:15]=[CH:14][C:13]([C:16]([N:18]2[CH2:23][CH2:22][N:21]([C:24]3[C:29]([CH3:30])=[CH:28][C:27]([CH3:31])=[CH:26][N:25]=3)[CH2:20][CH2:19]2)=[O:17])=[C:12]([CH3:32])[CH:11]=1>>[CH3:30][C:29]1[C:24]([N:21]2[CH2:20][CH2:19][N:18]([C:16]([C:13]3[CH:14]=[CH:15][C:10]([N:4]4[CH2:3][C@H:2]([CH3:1])[CH2:6][S:5]4(=[O:8])=[O:7])=[CH:11][C:12]=3[CH3:32])=[O:17])[CH2:23][CH2:22]2)=[N:25][CH:26]=[C:27]([CH3:31])[CH:28]=1

Participants

3

Reactant 2

HCID 58484835(4-Bromo-2-methylphenyl)[4-(3,5-dimethylpyridin-2-yl)piperazin-1-yl]methanoneHCID 86676774(S)-4-methylisothiazolidine 1,1-dioxide

Product 1

HCID 71251845(S)-[4-(3,5-dimethylpyridin-2-yl)piperazin-1-yl][2-methyl-4-(4-methyl-1,1-dioxo-1lambda6-isothiazolidin-2-yl)phenyl]methanoneYield 17.5%

Procedure

Using (S)-4-methylisothiazolidine 1,1-dioxide (110 mg) described in Preparation Example 4 and (4-bromo-2-methylphenyl)[4-(3,5-dimethylpyridin-2-yl)piperazin-1-yl]methanone (210 mg) described in Preparation Example 118 and by the reaction and treatment in the same manner as in Example 4, the title compound (42 mg) was obtained.

Workup

  1. customdescribed in Preparation Example 118 and by the reaction and treatment in the same manner as in Example 4

Sources & evidence

ORD record
ord-1f2968358b05491ea374639c1cc816d7
Source dataset
uspto-grants-2014_08
Patent number
US08816079B2

Reaction notes

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