(3,5-Dimethylpyrazin-2-yl)piperazine hydrochloride → [(3,5-Dimethylpyrazin-2-yl)piperazin-4-yl] {4-[1-(1,1-dioxo-1lambda6-isothiazolidin-2-yl)-1-methylethyl]phenyl}methanone

HRID 2411629Notes

Reaction equation

HRID 2411629 reaction equation
[O:1]=[S:2]1(=[O:19])[CH2:6][CH2:5][CH2:4][N:3]1[C:7]([C:10]1[CH:18]=[CH:17][C:13]([C:14]([OH:16])=O)=[CH:12][CH:11]=1)([CH3:9])[CH3:8].Cl.[CH3:21][C:22]1[C:23]([N:29]2[CH2:34][CH2:33][NH:32][CH2:31][CH2:30]2)=[N:24][CH:25]=[C:26]([CH3:28])[N:27]=1>>[CH3:21][C:22]1[C:23]([N:29]2[CH2:30][CH2:31][N:32]([C:14]([C:13]3[CH:12]=[CH:11][C:10]([C:7]([N:3]4[CH2:4][CH2:5][CH2:6][S:2]4(=[O:1])=[O:19])([CH3:8])[CH3:9])=[CH:18][CH:17]=3)=[O:16])[CH2:33][CH2:34]2)=[N:24][CH:25]=[C:26]([CH3:28])[N:27]=1

Participants

3

Reactant 2

HCID 67381341(3,5-Dimethylpyrazin-2-yl)piperazine hydrochlorideHCID 71251965HCID 71251965, compound

Product 1

HCID 71261332[(3,5-Dimethylpyrazin-2-yl)piperazin-4-yl] {4-[1-(1,1-dioxo-1lambda6-isothiazolidin-2-yl)-1-methylethyl]phenyl}methanoneYield 53.9%

Procedure

Using 4-[1-(1,1-dioxo-1λ6-isothiazolidin-2-yl)-1-methylethyl]benzoic acid (100 mg) described in Preparation Example 39 and (3,5-dimethylpyrazin-2-yl)piperazine hydrochloride (81 mg) described in Preparation Example 104 and by the reaction and treatment in the same manner as in Example 86, the title compound (87 mg) was obtained.

Workup

  1. customdescribed in Preparation Example 104 and by the reaction and treatment in the same manner as in Example 86

Sources & evidence

ORD record
ord-aa9f44ac23fd4d13920cd0b68fe63d6c
Source dataset
uspto-grants-2014_08
Patent number
US08816079B2

Reaction notes

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