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

HRID 2411784Notes

Reaction equation

HRID 2411784 reaction equation
BrC1C=CC(C(N2CCN(C3C(C)=CC(C)=CN=3)CC2)=O)=CC=1.COC1C=CC(CN2CC(C)(C)NC2=O)=CC=1.[CH3:41][C:42]1[C:43]([N:49]2[CH2:54][CH2:53][N:52]([C:55]([C:57]3[CH:62]=[CH:61][C:60]([N:63]4[C:67]([CH3:69])([CH3:68])[CH2:66][N:65](CC5C=CC(OC)=CC=5)[C:64]4=[O:79])=[CH:59][CH:58]=3)=[O:56])[CH2:51][CH2:50]2)=[N:44][CH:45]=[C:46]([CH3:48])[CH:47]=1>>[CH3:41][C:42]1[C:43]([N:49]2[CH2:50][CH2:51][N:52]([C:55]([C:57]3[CH:58]=[CH:59][C:60]([N:63]4[C:67]([CH3:68])([CH3:69])[CH2:66][NH:65][C:64]4=[O:79])=[CH:61][CH:62]=3)=[O:56])[CH2:53][CH2:54]2)=[N:44][CH:45]=[C:46]([CH3:48])[CH:47]=1

Participants

4

Reactant 3

HCID 71252046(4-Bromophenyl)[4-(3,5-dimethylpyridin-2-yl)piperazin-1-yl]methanoneHCID 712526731-(4-Methoxybenzyl)-4,4-dimethylimidazolidin-2-oneHCID 712528763-{4-[4-(3,5-Dimethylpyridin-2-yl)piperazine-1-carbonyl]phenyl}-1-(4-methoxybenzyl)-4,4-dimethylimidazolidin-2-one

Product 1

HCID 712522591-{4-[4-(3,5-Dimethylpyridin-2-yl)piperazine-1-carbonyl]phenyl}-5,5-dimethylimidazolidin-2-one

Procedure

Using (4-bromophenyl) [4-(3,5-dimethylpyridin-2-yl)piperazin-1-yl]methanone (150 mg) described in Preparation Example 165 and 1-(4-methoxybenzyl)-4,4-dimethylimidazolidin-2-one (112 mg) described in Preparation Example 54 and by the reaction and treatment in the same manner as in Example 426, the title compound (57 mg) was obtained via 3-{4-[4-(3,5-dimethylpyridin-2-yl)piperazine-1-carbonyl]phenyl}-1-(4-methoxybenzyl)-4,4-dimethylimidazolidin-2-one.

Workup

  1. customdescribed in Preparation Example 54 and by the reaction and treatment in the same manner as in Example 426

Sources & evidence

ORD record
ord-6a7b636f5f004c2eabf23692b90f21ac
Source dataset
uspto-grants-2014_08
Patent number
US08816079B2

Reaction notes

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