3,5,5-Trimethylimidazolidine-2,4-dione → 3,5,5-Trimethyl-1-{5-[4-(3,5,6-trimethylpyridin-2-yl)piperazine-1-carbonyl]pyridin-2-yl}imidazolidine-2,4-dione

HRID 2411939Notes

Reaction equation

HRID 2411939 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]([CH3:23])=[C:18]([CH3:24])[N:17]=3)[CH2:12][CH2:11]2)=[O:9])=[CH:4][CH:3]=1.[CH3:25][N:26]1[C:30](=[O:31])[C:29]([CH3:33])([CH3:32])[NH:28][C:27]1=[O:34]>>[CH3:25][N:26]1[C:30](=[O:31])[C:29]([CH3:33])([CH3:32])[N:28]([C:2]2[CH:3]=[CH:4][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])=[C:18]([CH3:24])[N:17]=4)[CH2:12][CH2:11]3)=[O:9])=[CH:6][N:7]=2)[C:27]1=[O:34]

Participants

3

Reactant 2

HCID 2375603,5,5-Trimethylimidazolidine-2,4-dioneHCID 58484612(6-Bromopyridin-3-yl)[4-(3,5,6-trimethylpyridin-2-yl)piperazin-1-yl]methanone

Product 1

HCID 712523863,5,5-Trimethyl-1-{5-[4-(3,5,6-trimethylpyridin-2-yl)piperazine-1-carbonyl]pyridin-2-yl}imidazolidine-2,4-dioneYield 63.1%

Procedure

Using (6-bromopyridin-3-yl)[4-(3,5,6-trimethylpyridin-2-yl)piperazin-1-yl]methanone (156 mg) described in Preparation Example 205 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 (114 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-d55e89af8999476e9085e93cc0b392fd
Source dataset
uspto-grants-2014_08
Patent number
US08816079B2

Reaction notes

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