4-(1,1-Dioxo-1,2-thiazolidin-2-yl)-2-methylbenzoic acid → [4-(1,1-Dioxo-1lambda6-isothiazolidin-2-yl)-2-methylphenyl][4-(3,5,6-trimethylpyridin-2-yl)piperazin-1-yl]methanone

HRID 2411568Notes

Reaction equation

HRID 2411568 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:27]2[CH2:32][CH2:31][NH:30][CH2:29][CH2:28]2)=[N:21][C:22]([CH3:26])=[C:23]([CH3:25])[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:30]2[CH2:31][CH2:32][N:27]([C:20]3[C:19]([CH3:18])=[CH:24][C:23]([CH3:25])=[C:22]([CH3:26])[N:21]=3)[CH2:28][CH2:29]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 584848231-(3,5,6-Trimethylpyridin-2-yl)piperazine

Product 1

HCID 71252498[4-(1,1-Dioxo-1lambda6-isothiazolidin-2-yl)-2-methylphenyl][4-(3,5,6-trimethylpyridin-2-yl)piperazin-1-yl]methanoneYield 59%

Procedure

Using 4-(1,1-dioxo-1λ6-isothiazolidin-2-yl)-2-methylbenzoic acid (128 mg) described in Preparation Example 29 and 1-(3,5,6-trimethylpyridin-2-yl)piperazine (103 mg) described in Preparation Example 92 and by the reaction and treatment in the same manner as in Example 87, the title compound (131 mg) was obtained.

Workup

  1. customdescribed in Preparation Example 92 and by the reaction and treatment in the same manner as in Example 87

Sources & evidence

ORD record
ord-e669275e84aa4c2aaa9fb7883b17a23f
Source dataset
uspto-grants-2014_08
Patent number
US08816079B2

Reaction notes

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