1-(5-Cyclopropyl-3-methylpyridin-2-yl)piperazine → [4-(5-Cyclopropyl-3-methylpyridin-2-yl)piperazin-1-yl]{4-[1-(1,1-dioxo-1lambda6-isothiazolidin-2-yl)-1-methylethyl]phenyl}methanone

HRID 2411620Notes

Reaction equation

HRID 2411620 reaction equation
[O:1]=[S:2]1(=[O:19])[CH2:6][CH2:5][CH2:4][N:3]1[C:7]([C:10]1[CH:18]=[CH:17][C:13]([C:14]([OH:16])=O)=[CH:12][CH:11]=1)([CH3:9])[CH3:8].[CH:20]1([C:23]2[CH:24]=[C:25]([CH3:35])[C:26]([N:29]3[CH2:34][CH2:33][NH:32][CH2:31][CH2:30]3)=[N:27][CH:28]=2)[CH2:22][CH2:21]1>>[CH:20]1([C:23]2[CH:24]=[C:25]([CH3:35])[C:26]([N:29]3[CH2:30][CH2:31][N:32]([C:14]([C:13]4[CH:12]=[CH:11][C:10]([C:7]([N:3]5[CH2:4][CH2:5][CH2:6][S:2]5(=[O:1])=[O:19])([CH3:8])[CH3:9])=[CH:18][CH:17]=4)=[O:16])[CH2:33][CH2:34]3)=[N:27][CH:28]=2)[CH2:22][CH2:21]1

Participants

3

Reactant 2

HCID 584847181-(5-Cyclopropyl-3-methylpyridin-2-yl)piperazineHCID 71251965HCID 71251965, compound

Product 1

HCID 71252799[4-(5-Cyclopropyl-3-methylpyridin-2-yl)piperazin-1-yl]{4-[1-(1,1-dioxo-1lambda6-isothiazolidin-2-yl)-1-methylethyl]phenyl}methanoneYield 39.7%

Procedure

Using 4-[1-(1,1-dioxo-1λ6-isothiazolidin-2-yl)-1-methylethyl]benzoic acid (170 mg) described in Preparation Example 39 and 1-(5-cyclopropyl-3-methylpyridin-2-yl)piperazine (156 mg) described in Preparation Example 83 and by the reaction and treatment in the same manner as in Example 87, the title compound (115 mg) was obtained.

Workup

  1. customdescribed in Preparation Example 83 and by the reaction and treatment in the same manner as in Example 87

Sources & evidence

ORD record
ord-2b778df98c6644b195b914f84b84057d
Source dataset
uspto-grants-2014_08
Patent number
US08816079B2

Reaction notes

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