1-(3,5-Dimethylpyridin-2-yl)piperazine → [4-(3,5-Dimethylpyridin-2-yl)piperazin-1-yl] {4-[1-(1,1-dioxo-1lambda6-isothiazolidin-2-yl)-1-methylethyl]phenyl}methanone

HRID 2411619Notes

Reaction equation

HRID 2411619 reaction equation
[O:1]=[S:2]1(=[O:19])[CH2:6][CH2:5][CH2:4][N:3]1[C:7]([C:10]1[CH:18]=[CH:17][C:13]([C:14]([OH:16])=O)=[CH:12][CH:11]=1)([CH3:9])[CH3:8].[CH3:20][C:21]1[C:22]([N:28]2[CH2:33][CH2:32][NH:31][CH2:30][CH2:29]2)=[N:23][CH:24]=[C:25]([CH3:27])[CH:26]=1>>[CH3:20][C:21]1[C:22]([N:28]2[CH2:29][CH2:30][N:31]([C:14]([C:13]3[CH:12]=[CH:11][C:10]([C:7]([N:3]4[CH2:4][CH2:5][CH2:6][S:2]4(=[O:1])=[O:19])([CH3:8])[CH3:9])=[CH:18][CH:17]=3)=[O:16])[CH2:32][CH2:33]2)=[N:23][CH:24]=[C:25]([CH3:27])[CH:26]=1

Participants

3

Reactant 2

HCID 584844961-(3,5-Dimethylpyridin-2-yl)piperazineHCID 71251965HCID 71251965, compound

Product 1

HCID 71261315[4-(3,5-Dimethylpyridin-2-yl)piperazin-1-yl] {4-[1-(1,1-dioxo-1lambda6-isothiazolidin-2-yl)-1-methylethyl]phenyl}methanoneYield 98.6%

Procedure

Using 4-[1-(1,1-dioxo-1λ6-isothiazolidin-2-yl)-1-methylethyl]benzoic acid (170 mg) described in Preparation Example 39 and 1-(3,5-dimethylpyridin-2-yl)piperazine (138 mg) described in Preparation Example 79 and by the reaction and treatment in the same manner as in Example 87, the title compound (270 mg) was obtained.

Workup

  1. customdescribed in Preparation Example 79 and by the reaction and treatment in the same manner as in Example 87

Sources & evidence

ORD record
ord-9676780c23ff4780be6e0e5f1dca6f63
Source dataset
uspto-grants-2014_08
Patent number
US08816079B2

Reaction notes

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