1-(3-Cyclopropyl-5-methylpyridin-2-yl)piperazine hydrochloride → [4-(3-Cyclopropyl-5-methylpyridin-2-yl)piperazin-1-yl][4-(1,1-dioxo-1lambda6-isothiazolidin-2-yl)-2-methanesulfonylphenyl]methanone

HRID 2411537Notes

Reaction equation

HRID 2411537 reaction equation
[O:1]=[S:2]1(=[O:20])[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]([S:16]([CH3:19])(=[O:18])=[O:17])[CH:8]=1.Cl.[CH:22]1([C:25]2[C:26]([N:32]3[CH2:37][CH2:36][NH:35][CH2:34][CH2:33]3)=[N:27][CH:28]=[C:29]([CH3:31])[CH:30]=2)[CH2:24][CH2:23]1>>[CH:22]1([C:25]2[C:26]([N:32]3[CH2:37][CH2:36][N:35]([C:11]([C:10]4[CH:14]=[CH:15][C:7]([N:3]5[CH2:4][CH2:5][CH2:6][S:2]5(=[O:1])=[O:20])=[CH:8][C:9]=4[S:16]([CH3:19])(=[O:18])=[O:17])=[O:13])[CH2:34][CH2:33]3)=[N:27][CH:28]=[C:29]([CH3:31])[CH:30]=2)[CH2:23][CH2:24]1

Participants

3

Reactant 2

HCID 673807751-(3-Cyclopropyl-5-methylpyridin-2-yl)piperazine hydrochlorideHCID 712521084-(1,1-Dioxo-1lambda6-isothiazolidin-2-yl)-2-methanesulfonylbenzoic acid

Product 1

HCID 71253238[4-(3-Cyclopropyl-5-methylpyridin-2-yl)piperazin-1-yl][4-(1,1-dioxo-1lambda6-isothiazolidin-2-yl)-2-methanesulfonylphenyl]methanoneYield 69.5%

Procedure

Using 4-(1,1-dioxo-1λ6-isothiazolidin-2-yl)-2-methanesulfonylbenzoic acid (319 mg) described in Preparation Example 22 and 1-(3-cyclopropyl-5-methylpyridin-2-yl)piperazine hydrochloride (254 mg) described in Preparation Example 85 and by the reaction and treatment in the same manner as in Example 86, the title compound (360 mg) was obtained.

Workup

  1. customdescribed in Preparation Example 85 and by the reaction and treatment in the same manner as in Example 86

Sources & evidence

ORD record
ord-31d51661fd3b4598b9b500da41009861
Source dataset
uspto-grants-2014_08
Patent number
US08816079B2

Reaction notes

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