3,5,5-Trimethylimidazolidine-2,4-dione → 1-{5-[4-(5-Ethyl-3-methylpyridin-2-yl)piperazine-1-carbonyl]pyridin-2-yl}-3,5,5-trimethylimidazolidine-2,4-dione

HRID 2411936Notes

Reaction equation

HRID 2411936 reaction equation
Br[C:2]1[N:7]=[CH:6][C:5]([C:8]([N:10]2[CH2:15][CH2:14][N:13]([C:16]3[C:21]([CH3:22])=[CH:20][C:19]([CH2:23][CH3:24])=[CH:18][N:17]=3)[CH2:12][CH2:11]2)=[O:9])=[CH:4][CH:3]=1.[CH3:25][N:26]1[C:30](=[O:31])[C:29]([CH3:33])([CH3:32])[NH:28][C:27]1=[O:34]>>[CH2:23]([C:19]1[CH:20]=[C:21]([CH3:22])[C:16]([N:13]2[CH2:14][CH2:15][N:10]([C:8]([C:5]3[CH:4]=[CH:3][C:2]([N:28]4[C:29]([CH3:33])([CH3:32])[C:30](=[O:31])[N:26]([CH3:25])[C:27]4=[O:34])=[N:7][CH:6]=3)=[O:9])[CH2:11][CH2:12]2)=[N:17][CH:18]=1)[CH3:24]

Participants

3

Reactant 2

HCID 2375603,5,5-Trimethylimidazolidine-2,4-dioneHCID 58484652(6-Bromopyridin-3-yl)[4-(5-ethyl-3-methylpyridin-2-yl)piperazin-1-yl]methanone

Product 1

HCID 712528321-{5-[4-(5-Ethyl-3-methylpyridin-2-yl)piperazine-1-carbonyl]pyridin-2-yl}-3,5,5-trimethylimidazolidine-2,4-dioneYield 63.7%

Procedure

Using (6-bromopyridin-3-yl)[4-(5-ethyl-3-methylpyridin-2-yl)piperazin-1-yl]methanone (156 mg) described in Preparation Example 145 and 3,5,5-trimethylimidazolidine-2,4-dione (63 mg) m described in Preparation Example 218 and by the reaction and treatment in the same manner as in Example 536, the title compound (115 mg) was obtained.

Workup

  1. customdescribed in Preparation Example 218 and by the reaction and treatment in the same manner as in Example 536

Sources & evidence

ORD record
ord-435dac6ba035419c9a54a956be2eacab
Source dataset
uspto-grants-2014_08
Patent number
US08816079B2

Reaction notes

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