3-(4-Methoxybenzyl)-5-methylimidazolidine-2,4-dione → 1-{4-[4-(3,5-Dimethylpyridin-2-yl)piperazine-1-carbonyl]phenyl}-3-(4-methoxybenzyl)-5-methylimidazolidine-2,4-dione

HRID 2411799Notes

Reaction equation

HRID 2411799 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]([CH3:23])=[CH:18][N:17]=3)[CH2:12][CH2:11]2)=[O:9])=[CH:4][CH:3]=1.[CH3:24][O:25][C:26]1[CH:40]=[CH:39][C:29]([CH2:30][N:31]2[C:35](=[O:36])[CH:34]([CH3:37])[NH:33][C:32]2=[O:38])=[CH:28][CH:27]=1>>[CH3:22][C:21]1[C:16]([N:13]2[CH2:14][CH2:15][N:10]([C:8]([C:5]3[CH:6]=[CH:7][C:2]([N:33]4[CH:34]([CH3:37])[C:35](=[O:36])[N:31]([CH2:30][C:29]5[CH:39]=[CH:40][C:26]([O:25][CH3:24])=[CH:27][CH:28]=5)[C:32]4=[O:38])=[CH:3][CH:4]=3)=[O:9])[CH2:11][CH2:12]2)=[N:17][CH:18]=[C:19]([CH3:23])[CH:20]=1

Participants

3

Reactant 2

HCID 683283563-(4-Methoxybenzyl)-5-methylimidazolidine-2,4-dioneHCID 71252046(4-Bromophenyl)[4-(3,5-dimethylpyridin-2-yl)piperazin-1-yl]methanone

Product 1

HCID 712525731-{4-[4-(3,5-Dimethylpyridin-2-yl)piperazine-1-carbonyl]phenyl}-3-(4-methoxybenzyl)-5-methylimidazolidine-2,4-dioneYield 86.5%

Procedure

Using (4-bromophenyl)[4-(3,5-dimethylpyridin-2-yl)piperazin-1-yl]methanone (150 mg) described in Preparation Example 165 and 3-(4-methoxybenzyl)-5-methylimidazolidine-2,4-dione (141 mg) described in Preparation Example 51 and by the reaction and treatment in the same manner as in Example 1, the title compound (183 mg) was obtained.

Workup

  1. customdescribed in Preparation Example 51 and by the reaction and treatment in the same manner as in Example 1

Sources & evidence

ORD record
ord-5f30b1964f8c43a2a5c28d85cdaa3494
Source dataset
uspto-grants-2014_08
Patent number
US08816079B2

Reaction notes

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