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

HRID 2411917Notes

Reaction equation

HRID 2411917 reaction equation
BrC1C=CC(C(N2CCN(C3C(C)=CC(C)=CN=3)CC2)=O)=C(F)C=1.C(C1NC(=O)N(CC2C=CC(OC)=CC=2)C1=O)(C)C.[CH3:44][C:45]1[C:46]([N:52]2[CH2:57][CH2:56][N:55]([C:58]([C:60]3[CH:65]=[CH:64][C:63]([N:66]4[CH:70]([CH:71]([CH3:73])[CH3:72])[C:69](=[O:74])[N:68](CC5C=CC(OC)=CC=5)[C:67]4=[O:84])=[CH:62][C:61]=3[F:85])=[O:59])[CH2:54][CH2:53]2)=[N:47][CH:48]=[C:49]([CH3:51])[CH:50]=1>>[CH3:44][C:45]1[C:46]([N:52]2[CH2:53][CH2:54][N:55]([C:58]([C:60]3[CH:65]=[CH:64][C:63]([N:66]4[CH:70]([CH:71]([CH3:72])[CH3:73])[C:69](=[O:74])[NH:68][C:67]4=[O:84])=[CH:62][C:61]=3[F:85])=[O:59])[CH2:56][CH2:57]2)=[N:47][CH:48]=[C:49]([CH3:51])[CH:50]=1

Participants

4

Reactant 3

HCID 58484626(4-Bromo-2-fluorophenyl)[4-(3,5-dimethylpyridin-2-yl)piperazin-1-yl]methanoneHCID 712528571-{4-[4-(3,5-Dimethylpyridin-2-yl)piperazine-1-carbonyl]-3-fluorophenyl}-5-isopropyl-3-(4-methoxybenzyl)imidazolidine-2,4-dioneHCID 712528645-Isopropyl-3-(4-methoxybenzyl)imidazolidine-2,4-dione

Product 1

HCID 712531811-{4-[4-(3,5-Dimethylpyridin-2-yl)piperazine-1-carbonyl]-3-fluorophenyl}-5-isopropylimidazolidine-2,4-dione

Procedure

Using (4-bromo-2-fluorophenyl)[4-(3,5-dimethylpyridin-2-yl)piperazin-1-yl]methanone (235 mg) described in Preparation Example 114 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 (144 mg) was obtained via 1-{4-[4-(3,5-dimethylpyridin-2-yl)piperazine-1-carbonyl]-3-fluorophenyl}-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-76cdae71fda0423dacbb3156f0149a92
Source dataset
uspto-grants-2014_08
Patent number
US08816079B2

Reaction notes

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