3,5-Dimethyl-2,4-Imidazolidinedione → 1-{4-[4-(5-Cyclopropyl-3-methylpyridin-2-yl)piperazine-1-carbonyl]-3-fluorophenyl}-3,5-dimethylimidazolidine-2,4-dione

HRID 2411928Notes

Reaction equation

HRID 2411928 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]([CH:23]4[CH2:25][CH2:24]4)=[CH:18][N:17]=3)[CH2:12][CH2:11]2)=[O:9])=[C:4]([F:26])[CH:3]=1.[CH3:27][N:28]1[C:32](=[O:33])[CH:31]([CH3:34])[NH:30][C:29]1=[O:35]>>[CH:23]1([C:19]2[CH:20]=[C:21]([CH3:22])[C:16]([N:13]3[CH2:14][CH2:15][N:10]([C:8]([C:5]4[CH:6]=[CH:7][C:2]([N:30]5[CH:31]([CH3:34])[C:32](=[O:33])[N:28]([CH3:27])[C:29]5=[O:35])=[CH:3][C:4]=4[F:26])=[O:9])[CH2:11][CH2:12]3)=[N:17][CH:18]=2)[CH2:25][CH2:24]1

Participants

3

Reactant 2

HCID 101540613,5-Dimethyl-2,4-ImidazolidinedioneHCID 58484842(4-Bromo-2-fluorophenyl)[4-(5-cyclopropyl-3-methylpyridin-2-yl)piperazin-1-yl]methanone

Product 1

HCID 712518501-{4-[4-(5-Cyclopropyl-3-methylpyridin-2-yl)piperazine-1-carbonyl]-3-fluorophenyl}-3,5-dimethylimidazolidine-2,4-dioneYield 27.5%

Procedure

Using (4-bromo-2-fluorophenyl)[4-(5-cyclopropyl-3-methylpyridin-2-yl)piperazin-1-yl]methanone (167 mg) described in Preparation Example 121 and 3,5-dimethylimidazolidine-2,4-dione (51 mg) described in Preparation Example 217 and by the reaction and treatment in the same manner as in Example 536, the title compound (51 mg) was obtained.

Workup

  1. customdescribed in Preparation Example 217 and by the reaction and treatment in the same manner as in Example 536

Sources & evidence

ORD record
ord-16055cd90a3349a7806b9cba465697c0
Source dataset
uspto-grants-2014_08
Patent number
US08816079B2

Reaction notes

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