4-(1,1-Dioxo-1,2-thiazolidin-2-yl)benzoic acid → [4-(1,1-Dioxo-1lambda6-isothiazolidin-2-yl)phenyl][4-(5-trifluoromethylpyridin-2-yl)piperazin-1-yl]methanone

HRID 2411491Notes

Reaction equation

HRID 2411491 reaction equation
[O:1]=[S:2]1(=[O:16])[CH2:6][CH2:5][CH2:4][N:3]1[C:7]1[CH:15]=[CH:14][C:10]([C:11]([OH:13])=O)=[CH:9][CH:8]=1.Cl.Cl.[F:19][C:20]([F:34])([F:33])[C:21]1[CH:22]=[CH:23][C:24]([N:27]2[CH2:32][CH2:31][NH:30][CH2:29][CH2:28]2)=[N:25][CH:26]=1>>[O:16]=[S:2]1(=[O:1])[CH2:6][CH2:5][CH2:4][N:3]1[C:7]1[CH:8]=[CH:9][C:10]([C:11]([N:30]2[CH2:31][CH2:32][N:27]([C:24]3[CH:23]=[CH:22][C:21]([C:20]([F:34])([F:19])[F:33])=[CH:26][N:25]=3)[CH2:28][CH2:29]2)=[O:13])=[CH:14][CH:15]=1

Participants

3

Reactant 2

HCID 66250114-(1,1-Dioxo-1,2-thiazolidin-2-yl)benzoic acidHCID 198369431-[5-(Trifluoromethyl)pyridin-2-yl]piperazine dihydrochloride

Product 1

HCID 55433511[4-(1,1-Dioxo-1lambda6-isothiazolidin-2-yl)phenyl][4-(5-trifluoromethylpyridin-2-yl)piperazin-1-yl]methanoneYield 85.6%

Procedure

Using 4-(1,1-dioxo-1λ6-isothiazolidin-2-yl)benzoic acid (253 mg) described in Preparation Example 16 and 1-(5-trifluoromethylpyridin-2-yl)piperazine dihydrochloride (319 mg) and by the reaction and treatment in the same manner as in Example 94, the title compound (408 mg) was obtained.

Sources & evidence

ORD record
ord-136b92b5798b40bca7855af6ce25739a
Source dataset
uspto-grants-2014_08
Patent number
US08816079B2

Reaction notes

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