1-(3-Methyl-5-trifluoromethylpyridin-2-yl)piperazine → [4-(1,1-Dioxo-1lambda6-isothiazolidin-2-yl)-2-fluorophenyl][4-(3-methyl-5-trifluoromethylpyridin-2-yl)piperazin-1-yl]methanone

HRID 2411530Notes

Reaction equation

HRID 2411530 reaction equation
[O:1]=[S:2]1(=[O:17])[CH2:6][CH2:5][CH2:4][N:3]1[C:7]1[CH:15]=[CH:14][C:10]([C:11]([OH:13])=O)=[C:9]([F:16])[CH:8]=1.[CH3:18][C:19]1[C:20]([N:29]2[CH2:34][CH2:33][NH:32][CH2:31][CH2:30]2)=[N:21][CH:22]=[C:23]([C:25]([F:28])([F:27])[F:26])[CH:24]=1>>[O:17]=[S:2]1(=[O:1])[CH2:6][CH2:5][CH2:4][N:3]1[C:7]1[CH:15]=[CH:14][C:10]([C:11]([N:32]2[CH2:33][CH2:34][N:29]([C:20]3[C:19]([CH3:18])=[CH:24][C:23]([C:25]([F:28])([F:26])[F:27])=[CH:22][N:21]=3)[CH2:30][CH2:31]2)=[O:13])=[C:9]([F:16])[CH:8]=1

Participants

3

Reactant 2

HCID 584847291-(3-Methyl-5-trifluoromethylpyridin-2-yl)piperazineHCID 712528614-(1,1-Dioxo-1lambda6-isothiazolidin-2-yl)-2-fluorobenzoic acid

Product 1

HCID 71252682[4-(1,1-Dioxo-1lambda6-isothiazolidin-2-yl)-2-fluorophenyl][4-(3-methyl-5-trifluoromethylpyridin-2-yl)piperazin-1-yl]methanoneYield 68.3%

Procedure

Using 4-(1,1-dioxo-1λ6-isothiazolidin-2-yl)-2-fluorobenzoic acid (259 mg) described in Preparation Example 23 and 1-(3-methyl-5-trifluoromethylpyridin-2-yl)piperazine (245 mg) described in Preparation Example 84 and by the reaction and treatment in the same manner as in Example 87, the title compound (332 mg) was obtained.

Workup

  1. customdescribed in Preparation Example 84 and by the reaction and treatment in the same manner as in Example 87

Sources & evidence

ORD record
ord-20b62eea8990490c890d9854e64482df
Source dataset
uspto-grants-2014_08
Patent number
US08816079B2

Reaction notes

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