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

HRID 2411599Notes

Reaction equation

HRID 2411599 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[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: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])[CH2:31][CH2:30]3)=[N:24][CH:25]=[C:26]([CH3:28])[CH:27]=2)[CH2:20][CH2:21]1

Participants

3

Reactant 2

HCID 584846211-(3-Cyclopropyl-5-methylpyridin-2-yl)piperazineHCID 71251937Ethyl 6-(1,1-dioxo-1lambda6-isothiazolidin-2-yl)nicotinate

Product 1

HCID 71252490[4-(3-Cyclopropyl-5-methylpyridin-2-yl)piperazin-1-yl][6-(1,1-dioxo-1lambda6-isothiazolidin-2-yl)pyridin-3-yl]methanoneYield 45.9%

Procedure

Using ethyl 6-(1,1-dioxo-1λ6-isothiazolidin-2-yl)nicotinate (300 mg) described in Preparation Example 25 and 1-(3-cyclopropyl-5-methylpyridin-2-yl)piperazine (241 mg) described in Preparation Example 86 and by the reaction and treatment in the same manner as in Example 109, the title compound (225 mg) was obtained.

Workup

  1. customdescribed in Preparation Example 86 and by the reaction and treatment in the same manner as in Example 109

Sources & evidence

ORD record
ord-922f3a47846446d5b08ab6bee9bca724
Source dataset
uspto-grants-2014_08
Patent number
US08816079B2

Reaction notes

Loading…