Methyl 4-bromo-2-(1,1-dioxoisothiazolidin-2-yl)benzoate → [4-Bromo-2-(1,1-dioxoisothiazolidin-2-yl)phenyl][4-(5-cyclopropyl-3-methylpyridin-2-yl)piperazin-1-yl]methanone

HRID 2411367Notes

Reaction equation

HRID 2411367 reaction equation
[Br:1][C:2]1[CH:11]=[CH:10][C:5]([C:6]([O:8]C)=O)=[C:4]([N:12]2[CH2:16][CH2:15][CH2:14][S:13]2(=[O:18])=[O:17])[CH:3]=1.[CH:19]1([C:22]2[CH:23]=[C:24]([CH3:34])[C:25]([N:28]3[CH2:33][CH2:32][NH:31][CH2:30][CH2:29]3)=[N:26][CH:27]=2)[CH2:21][CH2:20]1>>[Br:1][C:2]1[CH:11]=[CH:10][C:5]([C:6]([N:31]2[CH2:32][CH2:33][N:28]([C:25]3[C:24]([CH3:34])=[CH:23][C:22]([CH:19]4[CH2:20][CH2:21]4)=[CH:27][N:26]=3)[CH2:29][CH2:30]2)=[O:8])=[C:4]([N:12]2[CH2:16][CH2:15][CH2:14][S:13]2(=[O:18])=[O:17])[CH:3]=1

Participants

3

Reactant 2

HCID 58484624Methyl 4-bromo-2-(1,1-dioxoisothiazolidin-2-yl)benzoateHCID 584847181-(5-Cyclopropyl-3-methylpyridin-2-yl)piperazine

Product 1

HCID 58484554[4-Bromo-2-(1,1-dioxoisothiazolidin-2-yl)phenyl][4-(5-cyclopropyl-3-methylpyridin-2-yl)piperazin-1-yl]methanoneYield 63.1%

Procedure

Using methyl 4-bromo-2-(1,1-dioxo-1λ6-isothiazolidin-2-yl)benzoate (1 g) described in Preparation Example 239 and 1-(5-cyclopropyl-3-methylpyridin-2-yl)piperazine (0.65 g) described in Preparation Example 83 and by the reaction and treatment in the same manner as in Preparation Example 166, the title compound (0.98 g) was obtained.

Workup

  1. customdescribed in Preparation Example 83 and by the reaction and treatment in the same manner as in Preparation Example 166

Sources & evidence

ORD record
ord-4677a4eae9ff4e0e9d86ff5140e7a7b7
Source dataset
uspto-grants-2014_08
Patent number
US08816079B2

Reaction notes

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