1-(4-Methoxybenzyl)-4-methylimidazolidin-2-one → 3-{4-[4-(3,5-Dimethylpyridin-2-yl)piperazine-1-carbonyl]phenyl}-1-(4-methoxybenzyl)-4-methylimidazolidin-2-one

HRID 2411776Notes

Reaction equation

HRID 2411776 reaction equation
Br[C:2]1[CH:7]=[CH:6][C:5]([C:8]([N:10]2[CH2:15][CH2:14][N:13]([C:16]3[C:21]([CH3:22])=[CH:20][C:19]([CH3:23])=[CH:18][N:17]=3)[CH2:12][CH2:11]2)=[O:9])=[CH:4][CH:3]=1.[CH3:24][O:25][C:26]1[CH:39]=[CH:38][C:29]([CH2:30][N:31]2[CH2:35][CH:34]([CH3:36])[NH:33][C:32]2=[O:37])=[CH:28][CH:27]=1>>[CH3:22][C:21]1[C:16]([N:13]2[CH2:14][CH2:15][N:10]([C:8]([C:5]3[CH:6]=[CH:7][C:2]([N:33]4[CH:34]([CH3:36])[CH2:35][N:31]([CH2:30][C:29]5[CH:38]=[CH:39][C:26]([O:25][CH3:24])=[CH:27][CH:28]=5)[C:32]4=[O:37])=[CH:3][CH:4]=3)=[O:9])[CH2:11][CH2:12]2)=[N:17][CH:18]=[C:19]([CH3:23])[CH:20]=1

Participants

3

Reactant 2

HCID 712520041-(4-Methoxybenzyl)-4-methylimidazolidin-2-oneHCID 71252046(4-Bromophenyl)[4-(3,5-dimethylpyridin-2-yl)piperazin-1-yl]methanone

Product 1

HCID 712522003-{4-[4-(3,5-Dimethylpyridin-2-yl)piperazine-1-carbonyl]phenyl}-1-(4-methoxybenzyl)-4-methylimidazolidin-2-oneYield 63.2%

Procedure

Using (4-bromophenyl)[4-(3,5-dimethylpyridin-2-yl)piperazin-1-yl]methanone (150 mg) described in Preparation Example 165 and 1-(4-methoxybenzyl)-4-methylimidazolidin-2-one (132 mg) described in Preparation Example 52 and by the reaction and treatment in the same manner as in Example 1, the title compound (130 mg) was obtained.

Workup

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

Sources & evidence

ORD record
ord-0d2ea970274446d5935bfc0b166e30bf
Source dataset
uspto-grants-2014_08
Patent number
US08816079B2

Reaction notes

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