(4-Bromo-2-fluorophenyl)[4-(3,5-dimethylpyridin-2-yl)piperazin-1-yl]methanone → 3-Benzoyl-1-{4-[4-(3,5-dimethylpyridin-2-yl)piperazine-1-carbonyl]-3-fluorophenyl}-4,4-dimethylimidazolidin-2-one

HRID 2411864Notes

Reaction equation

HRID 2411864 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])=[C:4]([F:24])[CH:3]=1.[C:25]([N:33]1[C:37]([CH3:39])([CH3:38])[CH2:36][NH:35][C:34]1=[O:40])(=[O:32])[C:26]1[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=1>>[C:25]([N:33]1[C:37]([CH3:38])([CH3:39])[CH2:36][N:35]([C:2]2[CH:7]=[CH:6][C:5]([C:8]([N:10]3[CH2:15][CH2:14][N:13]([C:16]4[C:21]([CH3:22])=[CH:20][C:19]([CH3:23])=[CH:18][N:17]=4)[CH2:12][CH2:11]3)=[O:9])=[C:4]([F:24])[CH:3]=2)[C:34]1=[O:40])(=[O:32])[C:26]1[CH:27]=[CH:28][CH:29]=[CH:30][CH:31]=1

Participants

3

Reactant 2

HCID 58484626(4-Bromo-2-fluorophenyl)[4-(3,5-dimethylpyridin-2-yl)piperazin-1-yl]methanoneHCID 712521131-Benzoyl-5,5-dimethylimidazolidin-2-one

Product 1

HCID 712518543-Benzoyl-1-{4-[4-(3,5-dimethylpyridin-2-yl)piperazine-1-carbonyl]-3-fluorophenyl}-4,4-dimethylimidazolidin-2-oneYield 58%

Procedure

Using (4-bromo-2-fluorophenyl)[4-(3,5-dimethylpyridin-2-yl)piperazin-1-yl]methanone (157 mg) described in Preparation Example 114 and 1-benzoyl-5,5-dimethylimidazolidin-2-one (105 mg) described in Preparation Example 58 and by the reaction and treatment in the same manner as in Example 511, the title compound (123 mg) was obtained.

Workup

  1. customdescribed in Preparation Example 58 and by the reaction and treatment in the same manner as in Example 511

Sources & evidence

ORD record
ord-3a1da9d1d274468082b7b65de1cf7d63
Source dataset
uspto-grants-2014_08
Patent number
US08816079B2

Reaction notes

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