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

HRID 2411565Notes

Reaction equation

HRID 2411565 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.[CH:18]1([C:21]2[C:22]([N:28]3[CH2:33][CH2:32][NH:31][CH2:30][CH2:29]3)=[N:23][CH:24]=[C:25]([CH3:27])[CH:26]=2)[CH2:20][CH2:19]1>>[CH:18]1([C:21]2[C:22]([N:28]3[CH2:33][CH2:32][N:31]([C:11]([C:10]4[CH:14]=[CH:15][C:7]([N:3]5[CH2:4][CH2:5][CH2:6][S:2]5(=[O:1])=[O:17])=[CH:8][C:9]=4[CH3:16])=[O:13])[CH2:30][CH2:29]3)=[N:23][CH:24]=[C:25]([CH3:27])[CH:26]=2)[CH2:19][CH2:20]1

Participants

3

Reactant 2

HCID 545952974-(1,1-Dioxo-1,2-thiazolidin-2-yl)-2-methylbenzoic acidHCID 584846211-(3-Cyclopropyl-5-methylpyridin-2-yl)piperazine

Product 1

HCID 71252406[4-(3-Cyclopropyl-5-methylpyridin-2-yl)piperazin-1-yl][4-(1,1-dioxo-1lambda6-isothiazolidin-2-yl)-2-methylphenyl]methanoneYield 43.6%

Procedure

Using 4-(1,1-dioxo-1λ6-isothiazolidin-2-yl)-2-methylbenzoic acid (255 mg) described in Preparation Example 29 and 1-(3-cyclopropyl-5-methylpyridin-2-yl)piperazine (217 mg) described in Preparation Example 86 and by the reaction and treatment in the same manner as in Example 87, the title compound (198 mg) was obtained.

Workup

  1. customdescribed in Preparation Example 86 and by the reaction and treatment in the same manner as in Example 87

Sources & evidence

ORD record
ord-440165114c784a22b036ef809dda180d
Source dataset
uspto-grants-2014_08
Patent number
US08816079B2

Reaction notes

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