(4-Bromo-2-fluorophenyl) [4-(3,5,6-trimethylpyridin-2-yl)piperazin-1-yl]methanone → 1-{3-Fluoro-4-[4-(3,5,6-trimethylpyridin-2-yl)piperazine-1-carbonyl]phenyl}-5-methylimidazolidin-2-one

HRID 2411884Notes

Reaction equation

HRID 2411884 reaction equation
BrC1C=CC(C(N2CCN(C3C(C)=CC(C)=C(C)N=3)CC2)=O)=C(F)C=1.COC1C=CC(CN2CC(C)NC2=O)=CC=1.[F:42][C:43]1[CH:44]=[C:45]([N:66]2[CH:70]([CH3:71])[CH2:69][N:68](CC3C=CC(OC)=CC=3)[C:67]2=[O:81])[CH:46]=[CH:47][C:48]=1[C:49]([N:51]1[CH2:56][CH2:55][N:54]([C:57]2[C:62]([CH3:63])=[CH:61][C:60]([CH3:64])=[C:59]([CH3:65])[N:58]=2)[CH2:53][CH2:52]1)=[O:50]>>[F:42][C:43]1[CH:44]=[C:45]([N:66]2[CH:70]([CH3:71])[CH2:69][NH:68][C:67]2=[O:81])[CH:46]=[CH:47][C:48]=1[C:49]([N:51]1[CH2:52][CH2:53][N:54]([C:57]2[C:62]([CH3:63])=[CH:61][C:60]([CH3:64])=[C:59]([CH3:65])[N:58]=2)[CH2:55][CH2:56]1)=[O:50]

Participants

4

Reactant 3

HCID 58484847(4-Bromo-2-fluorophenyl) [4-(3,5,6-trimethylpyridin-2-yl)piperazin-1-yl]methanoneHCID 712520041-(4-Methoxybenzyl)-4-methylimidazolidin-2-oneHCID 712526023-{3-Fluoro-4-[4-(3,5,6-trimethylpyridin-2-yl)piperazine-1-carbonyl]phenyl}-1-(4-methoxybenzyl)-4-methylimidazolidin-2-one

Product 1

HCID 712526871-{3-Fluoro-4-[4-(3,5,6-trimethylpyridin-2-yl)piperazine-1-carbonyl]phenyl}-5-methylimidazolidin-2-one

Procedure

Using (4-bromo-2-fluorophenyl)[4-(3,5,6-trimethylpyridin-2-yl)piperazin-1-yl]methanone (163 mg) described in Preparation Example 128 and 1-(4-methoxybenzyl)-4-methylimidazolidin-2-one (106 mg) described in Preparation Example 52 and by the reaction and treatment in the same manner as in Example 506, the title compound (79 mg) was obtained via 3-{3-fluoro-4-[4-(3,5,6-trimethylpyridin-2-yl)piperazine-1-carbonyl]phenyl}-1-(4-methoxybenzyl)-4-methylimidazolidin-2-one.

Workup

  1. customdescribed in Preparation Example 52 and by the reaction and treatment in the same manner as in Example 506

Sources & evidence

ORD record
ord-9f5d625e48b84cafad7841313b2cc0f2
Source dataset
uspto-grants-2014_08
Patent number
US08816079B2

Reaction notes

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