(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-isopropylimidazolidine-2,4-dione

HRID 2411918Notes

Reaction equation

HRID 2411918 reaction equation
BrC1N=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:60]=[CH:61][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])=[N:63][CH:64]=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:60]=[CH:61][C:62]([N:65]4[CH:69]([CH:70]([CH3:71])[CH3:72])[C:68](=[O:73])[NH:67][C:66]4=[O:83])=[N:63][CH:64]=3)=[O:58])[CH2:55][CH2:56]2)=[N:46][CH:47]=[C:48]([CH3:50])[CH:49]=1

Participants

4

Reactant 3

HCID 58484661(6-Bromopyridin-3-yl)[4-(3,5-dimethylpyridin-2-yl)piperazin-1-yl]methanoneHCID 712525611-{5-[4-(3,5-Dimethylpyridin-2-yl)piperazine-1-carbonyl]pyridin-2-yl}-5-isopropyl-3-(4-methoxybenzyl)imidazolidine-2,4-dioneHCID 712528645-Isopropyl-3-(4-methoxybenzyl)imidazolidine-2,4-dione

Product 1

HCID 712527891-{5-[4-(3,5-Dimethylpyridin-2-yl)piperazine-1-carbonyl]pyridin-2-yl}-5-isopropylimidazolidine-2,4-dione

Procedure

Using (6-bromopyridin-3-yl)[4-(3,5-dimethylpyridin-2-yl)piperazin-1-yl]methanone (225 mg) described in Preparation Example 127 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 (138 mg) was obtained via 1-{5-[4-(3,5-dimethylpyridin-2-yl)piperazine-1-carbonyl]pyridin-2-yl}-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-ccef61b98cd14568942da90d130cf603
Source dataset
uspto-grants-2014_08
Patent number
US08816079B2

Reaction notes

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