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

HRID 2411536Notes

Reaction equation

HRID 2411536 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:34]3[CH2:39][CH2:38][NH:37][CH2:36][CH2:35]3)=[N:27][CH:28]=[C:29]([CH:31]3[CH2:33][CH2:32]3)[CH:30]=2)[CH2:24][CH2:23]1>>[CH:22]1([C:25]2[C:26]([N:34]3[CH2:35][CH2:36][N:37]([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])[CH2:38][CH2:39]3)=[N:27][CH:28]=[C:29]([CH:31]3[CH2:33][CH2:32]3)[CH:30]=2)[CH2:23][CH2:24]1

Participants

3

Reactant 2

HCID 673810941-(3,5-Dicyclopropylpyridin-2-yl)piperazine hydrochlorideHCID 712521084-(1,1-Dioxo-1lambda6-isothiazolidin-2-yl)-2-methanesulfonylbenzoic acid

Product 1

HCID 71252411[4-(3,5-Dicyclopropylpyridin-2-yl)piperazin-1-yl][4-(1,1-dioxo-1lambda6-isothiazolidin-2-yl)-2-methanesulfonylphenyl]methanoneYield 78.5%

Procedure

Using 4-(1,1-dioxo-1λ6-isothiazolidin-2-yl)-2-methanesulfonylbenzoic acid (319 mg) described in Preparation Example 22 and 1-(3,5-dicyclopropylpyridin-2-yl)piperazine hydrochloride (280 mg) described in Preparation Example 87 and by the reaction and treatment in the same manner as in Example 86, the title compound (427 mg) was obtained.

Workup

  1. customdescribed in Preparation Example 87 and by the reaction and treatment in the same manner as in Example 86

Sources & evidence

ORD record
ord-696f05c09b274ffd90488cb46a1f666a
Source dataset
uspto-grants-2014_08
Patent number
US08816079B2

Reaction notes

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