1-(4-Methyl-2-trifluoromethylphenyl)piperazine → [6-(1,1-Dioxo-1lambda6-isothiazolidin-2-yl)pyridin-3-yl][4-(4-methyl-2-trifluoromethylphenyl)piperazin-1-yl]methanone

HRID 2411534Notes

Reaction equation

HRID 2411534 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[CH:25]=[CH:24][C:23]([N:26]2[CH2:31][CH2:30][NH:29][CH2:28][CH2:27]2)=[C:22]([C:32]([F:35])([F:34])[F:33])[CH:21]=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:29]2[CH2:28][CH2:27][N:26]([C:23]3[CH:24]=[CH:25][C:20]([CH3:19])=[CH:21][C:22]=3[C:32]([F:34])([F:35])[F:33])[CH2:31][CH2:30]2)=[O:13])=[CH:16][CH:17]=1

Participants

3

Reactant 2

HCID 213638351-(4-Methyl-2-trifluoromethylphenyl)piperazineHCID 71251937Ethyl 6-(1,1-dioxo-1lambda6-isothiazolidin-2-yl)nicotinate

Product 1

HCID 71252424[6-(1,1-Dioxo-1lambda6-isothiazolidin-2-yl)pyridin-3-yl][4-(4-methyl-2-trifluoromethylphenyl)piperazin-1-yl]methanoneYield 27.4%

Procedure

Using ethyl 6-(1,1-dioxo-1λ6-isothiazolidin-2-yl)nicotinate (363 mg) described in Preparation Example 25 and 1-(4-methyl-2-trifluoromethylphenyl)piperazine (327 mg) described in Preparation Example 96 and by the reaction and treatment in the same manner as in Example 109, the title compound (172 mg) was obtained.

Workup

  1. customdescribed in Preparation Example 96 and by the reaction and treatment in the same manner as in Example 109

Sources & evidence

ORD record
ord-7ab6cfc332d34c1197d775d19b0d5df1
Source dataset
uspto-grants-2014_08
Patent number
US08816079B2

Reaction notes

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