4-(1,1-Dioxo-1,2-thiazolidin-2-yl)-2-methylbenzoic acid → [4-(1,1-Dioxo-1lambda6-isothiazolidin-2-yl)-2-methylphenyl][4-(3-methyl-5-trifluoromethylpyridin-2-yl)piperazin-1-yl]methanone

HRID 2411563Notes

Reaction equation

HRID 2411563 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]([CH3:16])[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]([CH3:16])[CH:8]=1

Participants

3

Reactant 2

HCID 545952974-(1,1-Dioxo-1,2-thiazolidin-2-yl)-2-methylbenzoic acidHCID 584847291-(3-Methyl-5-trifluoromethylpyridin-2-yl)piperazine

Product 1

HCID 71252735[4-(1,1-Dioxo-1lambda6-isothiazolidin-2-yl)-2-methylphenyl][4-(3-methyl-5-trifluoromethylpyridin-2-yl)piperazin-1-yl]methanoneYield 47.7%

Procedure

Using 4-(1,1-dioxo-1λ6-isothiazolidin-2-yl)-2-methylbenzoic acid (255 mg) described in Preparation Example 29 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 (230 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-4c7587203ae04dabb0b0137ae69deb82
Source dataset
uspto-grants-2014_08
Patent number
US08816079B2

Reaction notes

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