4-(1,1-Dioxo-1,2-thiazolidin-2-yl)benzoic acid → [4-(2,6-Dimethylpyridin-3-yl)piperazin-1-yl][4-(1,1-dioxo-1lambda6-isothiazolidin-2-yl)phenyl]methanone

HRID 2411488Notes

Reaction equation

HRID 2411488 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.[CH3:17][C:18]1[C:23]([N:24]2[CH2:29][CH2:28][NH:27][CH2:26][CH2:25]2)=[CH:22][CH:21]=[C:20]([CH3:30])[N:19]=1>>[CH3:17][C:18]1[C:23]([N:24]2[CH2:29][CH2:28][N:27]([C:11]([C:10]3[CH:9]=[CH:8][C:7]([N:3]4[CH2:4][CH2:5][CH2:6][S:2]4(=[O:1])=[O:16])=[CH:15][CH:14]=3)=[O:13])[CH2:26][CH2:25]2)=[CH:22][CH:21]=[C:20]([CH3:30])[N:19]=1

Participants

3

Reactant 2

HCID 66250114-(1,1-Dioxo-1,2-thiazolidin-2-yl)benzoic acidHCID 584847031-(2,6-Dimethylpyridin-3-yl)piperazine

Product 1

HCID 71253036[4-(2,6-Dimethylpyridin-3-yl)piperazin-1-yl][4-(1,1-dioxo-1lambda6-isothiazolidin-2-yl)phenyl]methanoneYield 34.3%

Procedure

Using 4-(1,1-dioxo-1λ6-isothiazolidin-2-yl)benzoic acid (270 mg) described in Preparation Example 16 and 1-(2,6-dimethylpyridin-3-yl)piperazine (215 mg) described in Preparation Example 94 and by the reaction and treatment in the same manner as in Example 87, the title compound (159 mg) was obtained.

Workup

  1. customdescribed in Preparation Example 94 and by the reaction and treatment in the same manner as in Example 87

Sources & evidence

ORD record
ord-fecf84881cbb4ff38faefdff2a69fbc6
Source dataset
uspto-grants-2014_08
Patent number
US08816079B2

Reaction notes

Loading…