(6-Bromopyridin-3-yl)[4-(5-cyclopropyl-3-methylpyridin-2-yl)piperazin-1-yl]methanone → 1-{5-[4-(5-Cyclopropyl-3-methylpyridin-2-yl)piperazine-1-carbonyl]pyridin-2-yl}-5-methylimidazolidin-2-one

HRID 2411877Notes

Reaction equation

HRID 2411877 reaction equation
BrC1N=CC(C(N2CCN(C3C(C)=CC(C4CC4)=CN=3)CC2)=O)=CC=1.COC1C=CC(CN2CC(C)NC2=O)=CC=1.[CH:42]1([C:45]2[CH:46]=[C:47]([CH3:81])[C:48]([N:51]3[CH2:56][CH2:55][N:54]([C:57]([C:59]4[CH:60]=[CH:61][C:62]([N:65]5[CH:69]([CH3:70])[CH2:68][N:67](CC6C=CC(OC)=CC=6)[C:66]5=[O:80])=[N:63][CH:64]=4)=[O:58])[CH2:53][CH2:52]3)=[N:49][CH:50]=2)[CH2:44][CH2:43]1>>[CH:42]1([C:45]2[CH:46]=[C:47]([CH3:81])[C:48]([N:51]3[CH2:52][CH2:53][N:54]([C:57]([C:59]4[CH:60]=[CH:61][C:62]([N:65]5[CH:69]([CH3:70])[CH2:68][NH:67][C:66]5=[O:80])=[N:63][CH:64]=4)=[O:58])[CH2:55][CH2:56]3)=[N:49][CH:50]=2)[CH2:43][CH2:44]1

Participants

4

Reactant 3

HCID 58484858(6-Bromopyridin-3-yl)[4-(5-cyclopropyl-3-methylpyridin-2-yl)piperazin-1-yl]methanoneHCID 712520041-(4-Methoxybenzyl)-4-methylimidazolidin-2-oneHCID 712528603-{5-[4-(5-Cyclopropyl-3-methylpyridin-2-yl)piperazine-1-carbonyl]pyridin-2-yl}-1-(4-methoxybenzyl)-4-methylimidazolidin-2-one

Product 1

HCID 712525371-{5-[4-(5-Cyclopropyl-3-methylpyridin-2-yl)piperazine-1-carbonyl]pyridin-2-yl}-5-methylimidazolidin-2-one

Procedure

Using (6-bromopyridin-3-yl) [4-(5-cyclopropyl-3-methylpyridin-2-yl)piperazin-1-yl]methanone (160 mg) described in Preparation Example 144 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 505, the title compound (16 mg) was obtained via 3-{5-[4-(5-cyclopropyl-3-methylpyridin-2-yl)piperazine-1-carbonyl]pyridin-2-yl}-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 505

Sources & evidence

ORD record
ord-b77b0e2152c340f586021a23234f8976
Source dataset
uspto-grants-2014_08
Patent number
US08816079B2

Reaction notes

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