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-fluorophenyl]methanone

HRID 2411526Notes

Reaction equation

HRID 2411526 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[C:23]([N:29]3[CH2:34][CH2:33][NH:32][CH2:31][CH2:30]3)=[N:24][CH:25]=[C:26]([CH3:28])[CH:27]=2)[CH2:21][CH2:20]1>>[CH:19]1([C:22]2[C:23]([N:29]3[CH2:34][CH2:33][N:32]([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])[CH2:31][CH2:30]3)=[N:24][CH:25]=[C:26]([CH3:28])[CH:27]=2)[CH2:20][CH2:21]1

Participants

3

Reactant 2

HCID 673807751-(3-Cyclopropyl-5-methylpyridin-2-yl)piperazine hydrochlorideHCID 712528614-(1,1-Dioxo-1lambda6-isothiazolidin-2-yl)-2-fluorobenzoic acid

Product 1

HCID 71252883[4-(3-Cyclopropyl-5-methylpyridin-2-yl)piperazin-1-yl][4-(1,1-dioxo-1lambda6-isothiazolidin-2-yl)-2-fluorophenyl]methanoneYield 48.7%

Procedure

Using 4-(1,1-dioxo-1λ6-isothiazolidin-2-yl)-2-fluorobenzoic acid (259 mg) described in Preparation Example 23 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 (223 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-2d8395c5e319462ba43e7439b89503d3
Source dataset
uspto-grants-2014_08
Patent number
US08816079B2

Reaction notes

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