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

HRID 2411527Notes

Reaction equation

HRID 2411527 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.Cl.[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>>[CH:19]1([C:22]2[CH:23]=[C:24]([CH3:34])[C:25]([N:28]3[CH2:29][CH2:30][N:31]([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:17])=[CH:8][C:9]=4[F:16])=[O:13])[CH2:32][CH2:33]3)=[N:26][CH:27]=2)[CH2:21][CH2:20]1

Participants

3

Reactant 2

HCID 673810911-(5-Cyclopropyl-3-methylpyridin-2-yl)piperazine hydrochlorideHCID 712528614-(1,1-Dioxo-1lambda6-isothiazolidin-2-yl)-2-fluorobenzoic acid

Product 1

HCID 71252725[4-(5-Cyclopropyl-3-methylpyridin-2-yl)piperazin-1-yl][4-(1,1-dioxo-1lambda6-isothiazolidin-2-yl)-2-fluorophenyl]methanoneYield 62.9%

Procedure

Using 4-(1,1-dioxo-1λ6-isothiazolidin-2-yl)-2-fluorobenzoic acid (259 mg) described in Preparation Example 23 and 1-(5-cyclopropyl-3-methylpyridin-2-yl)piperazine hydrochloride (254 mg) described in Preparation Example 82 and by the reaction and treatment in the same manner as in Example 86, the title compound (288 mg) was obtained.

Workup

  1. customdescribed in Preparation Example 82 and by the reaction and treatment in the same manner as in Example 86

Sources & evidence

ORD record
ord-f1d645fc7df7462ba62c278b9f9c2dfa
Source dataset
uspto-grants-2014_08
Patent number
US08816079B2

Reaction notes

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