1-(2,6-Dimethylpyridin-3-yl)piperazine → [4-(2,6-Dimethylpyridin-3-yl)piperazin-1-yl][4-(1,1-dioxo-1lambda6-isothiazolidin-2-yl)-2-fluorophenyl]methanone

HRID 2411486Notes

Reaction equation

HRID 2411486 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]([F:16])[CH:8]=1.[CH3:18][C:19]1[C:24]([N:25]2[CH2:30][CH2:29][NH:28][CH2:27][CH2:26]2)=[CH:23][CH:22]=[C:21]([CH3:31])[N:20]=1>>[CH3:18][C:19]1[C:24]([N:25]2[CH2:30][CH2:29][N:28]([C:11]([C:10]3[CH:14]=[CH:15][C:7]([N:3]4[CH2:4][CH2:5][CH2:6][S:2]4(=[O:1])=[O:17])=[CH:8][C:9]=3[F:16])=[O:13])[CH2:27][CH2:26]2)=[CH:23][CH:22]=[C:21]([CH3:31])[N:20]=1

Participants

3

Reactant 2

HCID 584847031-(2,6-Dimethylpyridin-3-yl)piperazineHCID 712528614-(1,1-Dioxo-1lambda6-isothiazolidin-2-yl)-2-fluorobenzoic acid

Product 1

HCID 71251955[4-(2,6-Dimethylpyridin-3-yl)piperazin-1-yl][4-(1,1-dioxo-1lambda6-isothiazolidin-2-yl)-2-fluorophenyl]methanoneYield 36%

Procedure

Using 4-(1,1-dioxo-1λ6-isothiazolidin-2-yl)-2-fluorobenzoic acid (291 mg) described in Preparation Example 23 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 (175 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-db3b624c85e941d89a040def9c974f97
Source dataset
uspto-grants-2014_08
Patent number
US08816079B2

Reaction notes

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