(4-Bromo-2-methylphenyl)[4-(3,5-dimethylpyridin-2-yl)piperazin-1-yl]methanone → 1-{4-[4-(3,5-Dimethylpyridin-2-yl)piperazine-1-carbonyl]-3-methylphenyl}-5-methylimidazolidine-2,4-dione

HRID 2411876Notes

Reaction equation

HRID 2411876 reaction equation
BrC1C=CC(C(N2CCN(C3C(C)=CC(C)=CN=3)CC2)=O)=C(C)C=1.COC1C=CC(CN2C(=O)C(C)NC2=O)=CC=1.[CH3:42][C:43]1[C:44]([N:50]2[CH2:55][CH2:54][N:53]([C:56]([C:58]3[CH:63]=[CH:62][C:61]([N:64]4[CH:68]([CH3:69])[C:67](=[O:70])[N:66](CC5C=CC(OC)=CC=5)[C:65]4=[O:80])=[CH:60][C:59]=3[CH3:81])=[O:57])[CH2:52][CH2:51]2)=[N:45][CH:46]=[C:47]([CH3:49])[CH:48]=1>>[CH3:42][C:43]1[C:44]([N:50]2[CH2:51][CH2:52][N:53]([C:56]([C:58]3[CH:63]=[CH:62][C:61]([N:64]4[CH:68]([CH3:69])[C:67](=[O:70])[NH:66][C:65]4=[O:80])=[CH:60][C:59]=3[CH3:81])=[O:57])[CH2:54][CH2:55]2)=[N:45][CH:46]=[C:47]([CH3:49])[CH:48]=1

Participants

4

Reactant 3

HCID 58484835(4-Bromo-2-methylphenyl)[4-(3,5-dimethylpyridin-2-yl)piperazin-1-yl]methanoneHCID 683283563-(4-Methoxybenzyl)-5-methylimidazolidine-2,4-dioneHCID 712525771-{4-[4-(3,5-Dimethylpyridin-2-yl)piperazine-1-carbonyl]-3-methylphenyl}-3-(4-methoxybenzyl)-5-methylimidazolidine-2,4-dione

Product 1

HCID 712519331-{4-[4-(3,5-Dimethylpyridin-2-yl)piperazine-1-carbonyl]-3-methylphenyl}-5-methylimidazolidine-2,4-dione

Procedure

Using (4-bromo-2-methylphenyl)[4-(3,5-dimethylpyridin-2-yl)piperazin-1-yl]methanone (311 mg) described in Preparation Example 118 and 3-(4-methoxybenzyl)-5-methylimidazolidine-2,4-dione (225 mg) described in Preparation Example 51 and by the reaction and treatment in the same manner as in Example 508, the title compound (91 mg) was obtained via 1-{4-[4-(3,5-dimethylpyridin-2-yl)piperazine-1-carbonyl]-3-methylphenyl}-3-(4-methoxybenzyl)-5-methylimidazolidine-2,4-dione.

Workup

  1. customdescribed in Preparation Example 51 and by the reaction and treatment in the same manner as in Example 508

Sources & evidence

ORD record
ord-36a397a42e9a4e96b82b22cd954da0fa
Source dataset
uspto-grants-2014_08
Patent number
US08816079B2

Reaction notes

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