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-fluorophenyl]methanone

HRID 2411535Notes

Reaction equation

HRID 2411535 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:31]3[CH2:36][CH2:35][NH:34][CH2:33][CH2:32]3)=[N:24][CH:25]=[C:26]([CH:28]3[CH2:30][CH2:29]3)[CH:27]=2)[CH2:21][CH2:20]1>>[CH:19]1([C:22]2[C:23]([N:31]3[CH2:32][CH2:33][N:34]([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])[CH2:35][CH2:36]3)=[N:24][CH:25]=[C:26]([CH:28]3[CH2:30][CH2:29]3)[CH:27]=2)[CH2:20][CH2:21]1

Participants

3

Reactant 2

HCID 673810941-(3,5-Dicyclopropylpyridin-2-yl)piperazine hydrochlorideHCID 712528614-(1,1-Dioxo-1lambda6-isothiazolidin-2-yl)-2-fluorobenzoic acid

Product 1

HCID 71252454[4-(3,5-Dicyclopropylpyridin-2-yl)piperazin-1-yl][4-(1,1-dioxo-1lambda6-isothiazolidin-2-yl)-2-fluorophenyl]methanoneYield 66.7%

Procedure

Using 4-(1,1-dioxo-1λ6-isothiazolidin-2-yl)-2-fluorobenzoic acid (259 mg) described in Preparation Example 23 and 1-(3,5-dicyclopropylpyridin-2-yl)piperazine hydrochloride (280 mg) described in Preparation Example 87 and to by the reaction and treatment in the same manner as in Example 86, the title compound (323 mg) was obtained.

Workup

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

Sources & evidence

ORD record
ord-0a752a3758704b1b913e092b3d4fa76d
Source dataset
uspto-grants-2014_08
Patent number
US08816079B2

Reaction notes

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