1-(5-Cyclopropyl-3-methylpyridin-2-yl)piperazine → [4-(5-Cyclopropyl-3-methylpyridin-2-yl)piperazin-1-yl][6-(1,1-dioxo-1lambda6-isothiazolidin-2-yl)pyridin-3-yl]methanone

HRID 2411605Notes

Reaction equation

HRID 2411605 reaction equation
[O:1]=[S:2]1(=[O:18])[CH2:6][CH2:5][CH2:4][N:3]1[C:7]1[CH:17]=[CH:16][C:10]([C:11]([O:13]CC)=O)=[CH:9][N:8]=1.[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:9]=[N:8][C:7]([N:3]5[CH2:4][CH2:5][CH2:6][S:2]5(=[O:1])=[O:18])=[CH:17][CH:16]=4)=[O:13])[CH2:32][CH2:33]3)=[N:26][CH:27]=2)[CH2:21][CH2:20]1

Participants

3

Reactant 2

HCID 584847181-(5-Cyclopropyl-3-methylpyridin-2-yl)piperazineHCID 71251937Ethyl 6-(1,1-dioxo-1lambda6-isothiazolidin-2-yl)nicotinate

Product 1

HCID 71252609[4-(5-Cyclopropyl-3-methylpyridin-2-yl)piperazin-1-yl][6-(1,1-dioxo-1lambda6-isothiazolidin-2-yl)pyridin-3-yl]methanoneYield 30%

Procedure

Using ethyl 6-(1,1-dioxo-1λ6-isothiazolidin-2-yl)nicotinate (194 mg) described in Preparation Example 25 and 1-(5-cyclopropyl-3-methylpyridin-2-yl)piperazine (170 mg) described in Preparation Example 83 and by the reaction and treatment in the same manner as in Example 109, the title compound (95 mg) was obtained.

Workup

  1. customdescribed in Preparation Example 83 and by the reaction and treatment in the same manner as in Example 109

Sources & evidence

ORD record
ord-a091aef98bac4727ad716eb0442f3313
Source dataset
uspto-grants-2014_08
Patent number
US08816079B2

Reaction notes

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