3,5,5-Trimethylimidazolidine-2,4-dione → 1-{5-[4-(5-Cyclopropyl-3-methylpyridin-2-yl)piperazine-1-carbonyl]pyridin-2-yl}-3,5,5-trimethylimidazolidine-2,4-dione

HRID 2411935Notes

Reaction equation

HRID 2411935 reaction equation
Br[C:2]1[N: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]([CH:23]4[CH2:25][CH2:24]4)=[CH:18][N:17]=3)[CH2:12][CH2:11]2)=[O:9])=[CH:4][CH:3]=1.[CH3:26][N:27]1[C:31](=[O:32])[C:30]([CH3:34])([CH3:33])[NH:29][C:28]1=[O:35]>>[CH:23]1([C:19]2[CH:20]=[C:21]([CH3:22])[C:16]([N:13]3[CH2:14][CH2:15][N:10]([C:8]([C:5]4[CH:4]=[CH:3][C:2]([N:29]5[C:30]([CH3:34])([CH3:33])[C:31](=[O:32])[N:27]([CH3:26])[C:28]5=[O:35])=[N:7][CH:6]=4)=[O:9])[CH2:11][CH2:12]3)=[N:17][CH:18]=2)[CH2:25][CH2:24]1

Participants

3

Reactant 2

HCID 2375603,5,5-Trimethylimidazolidine-2,4-dioneHCID 58484858(6-Bromopyridin-3-yl)[4-(5-cyclopropyl-3-methylpyridin-2-yl)piperazin-1-yl]methanone

Product 1

HCID 712525001-{5-[4-(5-Cyclopropyl-3-methylpyridin-2-yl)piperazine-1-carbonyl]pyridin-2-yl}-3,5,5-trimethylimidazolidine-2,4-dioneYield 45.3%

Procedure

Using (6-bromopyridin-3-yl)[4-(5-cyclopropyl-3-methylpyridin-2-yl)piperazin-1-yl]methanone (161 mg) described in Preparation Example 144 and 3,5,5-trimethylimidazolidine-2,4-dione (63 mg) described in Preparation Example 218 and by the reaction and treatment in the same manner as in Example 536, the title compound (84 mg) was obtained.

Workup

  1. customdescribed in Preparation Example 218 and by the reaction and treatment in the same manner as in Example 536

Sources & evidence

ORD record
ord-d1baf5991586465b88e2d7664325ee4a
Source dataset
uspto-grants-2014_08
Patent number
US08816079B2

Reaction notes

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