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

HRID 2411572Notes

Reaction equation

HRID 2411572 reaction equation
[O:1]=[S:2]1(=[O:18])[CH2:6][CH2:5][CH2:4][N:3]1[C:7]1[CH:17]=[CH:16][C:10]([C:11]([O:13]CC)=O)=[CH:9][N:8]=1.[CH3:19][C:20]1[C:21]([N:28]2[CH2:33][CH2:32][NH:31][CH2:30][CH2:29]2)=[N:22][C:23]([CH3:27])=[C:24]([CH3:26])[CH:25]=1>>[O:18]=[S:2]1(=[O:1])[CH2:6][CH2:5][CH2:4][N:3]1[C:7]1[N:8]=[CH:9][C:10]([C:11]([N:31]2[CH2:32][CH2:33][N:28]([C:21]3[C:20]([CH3:19])=[CH:25][C:24]([CH3:26])=[C:23]([CH3:27])[N:22]=3)[CH2:29][CH2:30]2)=[O:13])=[CH:16][CH:17]=1

Participants

3

Reactant 2

HCID 584848231-(3,5,6-Trimethylpyridin-2-yl)piperazineHCID 71251937Ethyl 6-(1,1-dioxo-1lambda6-isothiazolidin-2-yl)nicotinate

Product 1

HCID 71252551[6-(1,1-Dioxo-1lambda6-isothiazolidin-2-yl)pyridin-3-yl][4-(3,5,6-trimethylpyridin-2-yl)piperazin-1-yl]methanoneYield 41.5%

Procedure

Using ethyl 6-(1,1-dioxo-1λ6-isothiazolidin-2-yl)nicotinate (135 mg) described in Preparation Example 25 and 1-(3,5,6-trimethylpyridin-2-yl)piperazine (103 mg) described in Preparation Example 92 and by the reaction and treatment in the same manner as in Example 109, the title compound (89 mg) was obtained.

Workup

  1. customdescribed in Preparation Example 92 and by the reaction and treatment in the same manner as in Example 109

Sources & evidence

ORD record
ord-f10b73f0dc414f479dcdbbbc975498b4
Source dataset
uspto-grants-2014_08
Patent number
US08816079B2

Reaction notes

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