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

HRID 2411937Notes

Reaction equation

HRID 2411937 reaction equation
Br[C:2]1[CH: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])=[C:4]([F:25])[CH:3]=1.[CH3:26][N:27]1[C:31](=[O:32])[C:30]([CH3:34])([CH3:33])[NH:29][C:28]1=[O:35]>>[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:6]=[CH:7][C:2]([N:29]4[C:30]([CH3:34])([CH3:33])[C:31](=[O:32])[N:27]([CH3:26])[C:28]4=[O:35])=[CH:3][C:4]=3[F:25])=[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 58484537(4-Bromo-2-fluorophenyl)[4-(5-ethyl-3-methylpyridin-2-yl)piperazin-1-yl]methanone

Product 1

HCID 712530321-{4-[4-(5-Ethyl-3-methylpyridin-2-yl)piperazine-1-carbonyl]-3-fluorophenyl}-3,5,5-trimethylimidazolidine-2,4-dioneYield 4.3%

Procedure

Using (4-bromo-2-fluorophenyl)[4-(5-ethyl-3-methylpyridin-2-yl)piperazin-1-yl]methanone (163 mg) described in Preparation Example 211 and 3,5,5-trimethylimidazolidine-2,4-dione (63 mg) described in Preparation Example 218 and by the reaction and treatment in the same manner as in Example 536, the title compound (8 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-6233fc4cea4d4e379dd91de0ebf9f2b5
Source dataset
uspto-grants-2014_08
Patent number
US08816079B2

Reaction notes

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