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

HRID 2411508Notes

Reaction equation

HRID 2411508 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:27]2[CH2:32][CH2:31][NH:30][CH2:29][CH2:28]2)=[N:22][CH:23]=[C:24]([CH3:26])[CH:25]=1>>[CH3:19][C:20]1[C:21]([N:27]2[CH2:28][CH2:29][N:30]([C:11]([C:10]3[CH:9]=[N:8][C:7]([N:3]4[CH2:4][CH2:5][CH2:6][S:2]4(=[O:1])=[O:18])=[CH:17][CH:16]=3)=[O:13])[CH2:31][CH2:32]2)=[N:22][CH:23]=[C:24]([CH3:26])[CH:25]=1

Participants

3

Reactant 2

HCID 584844961-(3,5-Dimethylpyridin-2-yl)piperazineHCID 71251937Ethyl 6-(1,1-dioxo-1lambda6-isothiazolidin-2-yl)nicotinate

Product 1

HCID 71252135[4-(3,5-Dimethylpyridin-2-yl)piperazin-1-yl][6-(1,1-dioxo-1lambda6-isothiazolidin-2-yl)pyridin-3-yl]methanoneYield 46.2%

Procedure

Using ethyl 6-(1,1-dioxo-1λ6-isothiazolidin-2-yl)nicotinate (363 mg) described in Preparation Example 25 and 1-(3,5-dimethylpyridin-2-yl)piperazine (256 mg) described in Preparation Example 79 and by the reaction and treatment in the same manner as in Example 109, the title compound (257 mg) was obtained.

Workup

  1. customdescribed in Preparation Example 79 and by the reaction and treatment in the same manner as in Example 109

Sources & evidence

ORD record
ord-91d9eee693764034b5783d9044e2bb54
Source dataset
uspto-grants-2014_08
Patent number
US08816079B2

Reaction notes

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