(4-Bromophenyl)[4-(3,5-dimethylpyridin-2-yl)piperazin-1-yl]methanone → 1-{4-[4-(3,5-Dimethylpyridin-2-yl)piperazine-1-carbonyl]phenyl}-5-isopropylimidazolidine-2,4-dione

HRID 2411916Notes

Reaction equation

HRID 2411916 reaction equation
BrC1C=CC(C(N2CCN(C3C(C)=CC(C)=CN=3)CC2)=O)=CC=1.C(C1NC(=O)N(CC2C=CC(OC)=CC=2)C1=O)(C)C.[CH3:43][C:44]1[C:45]([N:51]2[CH2:56][CH2:55][N:54]([C:57]([C:59]3[CH:64]=[CH:63][C:62]([N:65]4[CH:69]([CH:70]([CH3:72])[CH3:71])[C:68](=[O:73])[N:67](CC5C=CC(OC)=CC=5)[C:66]4=[O:83])=[CH:61][CH:60]=3)=[O:58])[CH2:53][CH2:52]2)=[N:46][CH:47]=[C:48]([CH3:50])[CH:49]=1>>[CH3:43][C:44]1[C:45]([N:51]2[CH2:52][CH2:53][N:54]([C:57]([C:59]3[CH:64]=[CH:63][C:62]([N:65]4[CH:69]([CH:70]([CH3:71])[CH3:72])[C:68](=[O:73])[NH:67][C:66]4=[O:83])=[CH:61][CH:60]=3)=[O:58])[CH2:55][CH2:56]2)=[N:46][CH:47]=[C:48]([CH3:50])[CH:49]=1

Participants

4

Reactant 3

HCID 71252046(4-Bromophenyl)[4-(3,5-dimethylpyridin-2-yl)piperazin-1-yl]methanoneHCID 712524271-{4-[4-(3,5-Dimethylpyridin-2-yl)piperazine-1-carbonyl]phenyl}-5-isopropyl-3-(4-methoxybenzyl)imidazolidine-2,4-dioneHCID 712528645-Isopropyl-3-(4-methoxybenzyl)imidazolidine-2,4-dione

Product 1

HCID 712529111-{4-[4-(3,5-Dimethylpyridin-2-yl)piperazine-1-carbonyl]phenyl}-5-isopropylimidazolidine-2,4-dione

Procedure

Using (4-bromophenyl)[4-(3,5-dimethylpyridin-2-yl)piperazin-1-yl]methanone (225 mg) described in Preparation Example 165 and 5-isopropyl-3-(4-methoxybenzyl)imidazolidine-2,4-dione (157 mg) described in Preparation Example 209 and by the reaction and treatment in the same manner as in Example 508, the title compound (169 mg) was obtained via 1-{4-[4-(3,5-dimethylpyridin-2-yl)piperazine-1-carbonyl]phenyl}-5-isopropyl-3-(4-methoxybenzyl)imidazolidine-2,4-dione.

Workup

  1. customdescribed in Preparation Example 209 and by the reaction and treatment in the same manner as in Example 508

Sources & evidence

ORD record
ord-f8ee242d2c5b4765ba9a110e230425dc
Source dataset
uspto-grants-2014_08
Patent number
US08816079B2

Reaction notes

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