(6-Bromopyridin-3-yl)[4-(3,5,6-trimethylpyridin-2-yl)piperazin-1-yl]methanone → 5-Methyl-1-{5-[4-(3,5,6-trimethylpyridin-2-yl)piperazine-1-carbonyl]pyridin-2-yl}imidazolidine-2,4-dione

HRID 2411895Notes

Reaction equation

HRID 2411895 reaction equation
BrC1N=CC(C(N2CCN(C3C(C)=CC(C)=C(C)N=3)CC2)=O)=CC=1.COC1C=CC(CN2C(=O)C(C)NC2=O)=CC=1.COC1C=CC(C[N:49]2[C:53](=[O:54])[CH:52]([CH3:55])[N:51]([C:56]3[CH:61]=[CH:60][C:59]([C:62]([N:64]4[CH2:69][CH2:68][N:67]([C:70]5[C:75]([CH3:76])=[CH:74][C:73]([CH3:77])=[C:72]([CH3:78])[N:71]=5)[CH2:66][CH2:65]4)=[O:63])=[CH:58][N:57]=3)[C:50]2=[O:79])=CC=1>>[CH3:55][CH:52]1[N:51]([C:56]2[CH:61]=[CH:60][C:59]([C:62]([N:64]3[CH2:69][CH2:68][N:67]([C:70]4[C:75]([CH3:76])=[CH:74][C:73]([CH3:77])=[C:72]([CH3:78])[N:71]=4)[CH2:66][CH2:65]3)=[O:63])=[CH:58][N:57]=2)[C:50](=[O:79])[NH:49][C:53]1=[O:54]

Participants

4

Reactant 3

HCID 58484612(6-Bromopyridin-3-yl)[4-(3,5,6-trimethylpyridin-2-yl)piperazin-1-yl]methanoneHCID 683283563-(4-Methoxybenzyl)-5-methylimidazolidine-2,4-dioneHCID 712521903-(4-Methoxybenzyl)-5-methyl-1-{5-[4-(3,5,6-trimethylpyridin-2-yl)piperazine-1-carbonyl]pyridin-2-yl}imidazolidine-2,4-dione

Product 1

HCID 712521435-Methyl-1-{5-[4-(3,5,6-trimethylpyridin-2-yl)piperazine-1-carbonyl]pyridin-2-yl}imidazolidine-2,4-dione

Procedure

Using (6-bromopyridin-3-yl)[4-(3,5,6-trimethylpyridin-2-yl)piperazin-1-yl]methanone (311 mg) described in Preparation Example 205 and 3-(4-methoxybenzyl)-5-methylimidazolidine-2,4-dione (187 mg) described in Preparation Example 51 and by the reaction and treatment in the same manner as in Example 508, the title compound (110 mg) was obtained via 3-(4-methoxybenzyl)-5-methyl-1-{5-[4-(3,5,6-trimethylpyridin-2-yl)piperazine-1-carbonyl]pyridin-2-yl}imidazolidine-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-db0178027deb45049a2589cf8247f0e4
Source dataset
uspto-grants-2014_08
Patent number
US08816079B2

Reaction notes

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