1-(5-Ethyl-3-methylpyridin-2-yl)piperazine → HCID 71252481, compound

HRID 2411870Notes

Reaction equation

HRID 2411870 reaction equation
[O:1]=[S:2]1(=[O:18])[CH2:6][CH2:5][CH2:4][N:3]1[CH2:7][C:8]1[CH:17]=[CH:16][C:11]([C:12]([O:14]C)=O)=[CH:10][N:9]=1.[CH2:19]([C:21]1[CH:22]=[C:23]([CH3:33])[C:24]([N:27]2[CH2:32][CH2:31][NH:30][CH2:29][CH2:28]2)=[N:25][CH:26]=1)[CH3:20]>>[O:18]=[S:2]1(=[O:1])[CH2:6][CH2:5][CH2:4][N:3]1[CH2:7][C:8]1[N:9]=[CH:10][C:11]([C:12]([N:30]2[CH2:31][CH2:32][N:27]([C:24]3[C:23]([CH3:33])=[CH:22][C:21]([CH2:19][CH3:20])=[CH:26][N:25]=3)[CH2:28][CH2:29]2)=[O:14])=[CH:16][CH:17]=1

Participants

3

Reactant 2

HCID 584845781-(5-Ethyl-3-methylpyridin-2-yl)piperazineHCID 71252272HCID 71252272, compound

Product 1

HCID 71252481HCID 71252481, compoundYield 46.3%

Procedure

Using methyl 6-(1,1-dioxo-1λ6-isothiazolidin-2-ylmethyl)nicotinate (107 mg) described in Preparation Example 45 and 1-(5-ethyl-3-methylpyridin-2-yl)piperazine (81 mg) described in Preparation Example 81 and by the reaction and treatment in the same manner as in Example 109, [6-(1,1-dioxo-1λ6-isothiazolidin-2-ylmethyl)pyridin-3-yl][4-(5-ethyl-3-methylpyridin-2-yl)piperazin-1-yl]methanone (81 mg) was obtained. The obtained [6-(1,1-dioxo-1λ6-isothiazolidin-2-ylmethyl)pyridin-3-yl][4-(5-ethyl-3-methylpyridin-2-yl)piperazin-1-yl]methanone (81 mg) was dissolved in ethyl acetate/methanol, 2N hydrogen chloride/ethanol solution was added, and the solvent was evaporated under reduced pressure. The obtained residue was suspension washed with diisopropyl ether to give the title compound (83 mg).

Workup

  1. customdescribed in Preparation Example 81 and by the reaction and treatment in the same manner as in Example 109

Sources & evidence

ORD record
ord-2b28637e1bda48faa9235b9442ad46c6
Source dataset
uspto-grants-2014_08
Patent number
US08816079B2

Reaction notes

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