4-(1,1-Dioxo-1lambda6-isothiazolidin-2-ylmethyl)benzoic acid → [4-(1,1-Dioxo-1lambda6-isothiazolidin-2-ylmethyl)phenyl][4-(3,5,6-trimethylpyridin-2-yl)piperazin-1-yl]methanone

HRID 2411634Notes

Reaction equation

HRID 2411634 reaction equation
[O:1]=[S:2]1(=[O:17])[CH2:6][CH2:5][CH2:4][N:3]1[CH2:7][C:8]1[CH:16]=[CH:15][C:11]([C:12]([OH:14])=O)=[CH:10][CH:9]=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[CH2:7][C:8]1[CH:9]=[CH:10][C:11]([C:12]([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:14])=[CH:15][CH:16]=1

Participants

3

Reactant 2

HCID 246888894-(1,1-Dioxo-1lambda6-isothiazolidin-2-ylmethyl)benzoic acidHCID 584848231-(3,5,6-Trimethylpyridin-2-yl)piperazine

Product 1

HCID 71252075[4-(1,1-Dioxo-1lambda6-isothiazolidin-2-ylmethyl)phenyl][4-(3,5,6-trimethylpyridin-2-yl)piperazin-1-yl]methanoneYield 75.5%

Procedure

Using 4-(1,1-dioxo-1λ6-isothiazolidin-2-ylmethyl)benzoic acid (64 mg) described in Preparation Example 18 and 1-(3,5,6-trimethylpyridin-2-yl)piperazine (51 mg) described in Preparation Example 92 and by the reaction and treatment in the same manner as in Example 87, the title compound (83 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-287225f6cc0445d8b58113b556bcd41e
Source dataset
uspto-grants-2014_08
Patent number
US08816079B2

Reaction notes

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