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

HRID 2411922Notes

Reaction equation

HRID 2411922 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])[CH:30]([CH3:33])[NH:29][C:28]1=[O:34]>>[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[CH:30]([CH3:33])[C:31](=[O:32])[N:27]([CH3:26])[C:28]5=[O:34])=[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 101540613,5-Dimethyl-2,4-ImidazolidinedioneHCID 58484858(6-Bromopyridin-3-yl)[4-(5-cyclopropyl-3-methylpyridin-2-yl)piperazin-1-yl]methanone

Product 1

HCID 712523321-{5-[4-(5-Cyclopropyl-3-methylpyridin-2-yl)piperazine-1-carbonyl]pyridin-2-yl}-3,5-dimethylimidazolidine-2,4-dioneYield 11.6%

Procedure

Using (6-bromopyridin-3-yl) [4-(5-cyclopropyl-3-methylpyridin-2-yl)piperazin-1-yl]methanone (100 mg) described in Preparation Example 144 and 3,5-dimethylimidazolidine-2,4-dione (64 mg) described in Preparation Example 217 and by the reaction and treatment in the same manner as in Example 536, the title compound (13 mg) was obtained.

Workup

  1. customdescribed in Preparation Example 217 and by the reaction and treatment in the same manner as in Example 536

Sources & evidence

ORD record
ord-0fde68ff55c94d92940a1552e2f4072d
Source dataset
uspto-grants-2014_08
Patent number
US08816079B2

Reaction notes

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