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

HRID 2411866Notes

Reaction equation

HRID 2411866 reaction equation
BrC1N=CC(C(N2CCN(C3C(C)=CC(C)=CN=3)CC2)=O)=CC=1.COC1C=CC(CN2C(=O)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:58]=[CH:59][C:60]([N:63]4[CH:67]([CH3:68])[C:66](=[O:69])[N:65](CC5C=CC(OC)=CC=5)[C:64]4=[O:79])=[N:61][CH:62]=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[CH:67]([CH3:68])[C:66](=[O:69])[NH:65][C:64]4=[O:79])=[N: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 58484661(6-Bromopyridin-3-yl)[4-(3,5-dimethylpyridin-2-yl)piperazin-1-yl]methanoneHCID 683283563-(4-Methoxybenzyl)-5-methylimidazolidine-2,4-dioneHCID 712526331-{5-[4-(3,5-Dimethylpyridin-2-yl)piperazine-1-carbonyl]pyridin-2-yl}-3-(4-methoxybenzyl)-5-methylimidazolidine-2,4-dione

Product 1

HCID 712518591-{5-[4-(3,5-Dimethylpyridin-2-yl)piperazine-1-carbonyl]pyridin-2-yl}-5-methylimidazolidine-2,4-dione

Procedure

Using (6-bromopyridin-3-yl)[4-(3,5-dimethylpyridin-2-yl)piperazin-1-yl]methanone (300 mg) described in Preparation Example 127 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 (92 mg) was obtained via 1-{5-[4-(3,5-dimethylpyridin-2-yl)piperazine-1-carbonyl]pyridin-2-yl}-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-d0733ff3696e4ea383dc0f36a3e312b0
Source dataset
uspto-grants-2014_08
Patent number
US08816079B2

Reaction notes

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