Hydantoin → 2-(4-Methyl-2,5-dioxo-4-imidazolidinyl)-n-{4-[(2-methyl-4-quinolinyl)methoxy]phenyl}acetamide

HRID 2181065Notes

Reaction equation

HRID 2181065 reaction equation
[CH3:1][C:2]1([CH2:9][C:10]([OH:12])=O)[NH:6][C:5](=[O:7])[NH:4][C:3]1=[O:8].Cl.Cl.[CH3:15][C:16]1[CH:25]=[C:24]([CH2:26][O:27][C:28]2[CH:34]=[CH:33][C:31]([NH2:32])=[CH:30][CH:29]=2)[C:23]2[C:18](=[CH:19][CH:20]=[CH:21][CH:22]=2)[N:17]=1.N1CC(=O)NC1=O>>[CH3:1][C:2]1([CH2:9][C:10]([NH:32][C:31]2[CH:30]=[CH:29][C:28]([O:27][CH2:26][C:24]3[C:23]4[C:18](=[CH:19][CH:20]=[CH:21][CH:22]=4)[N:17]=[C:16]([CH3:15])[CH:25]=3)=[CH:34][CH:33]=2)=[O:12])[C:3](=[O:8])[NH:4][C:5](=[O:7])[NH:6]1

Participants

4

Reactant 3

HCID 10006HydantoinHCID 2903362-(4-Methyl-2,5-dioxoimidazolidin-4-yl)acetic acidHCID 673055374-[(2-Methyl-4-quinolinyl)methoxy]benzenamine dihydrochloride

Product 1

HCID 102021482-(4-Methyl-2,5-dioxo-4-imidazolidinyl)-n-{4-[(2-methyl-4-quinolinyl)methoxy]phenyl}acetamideYield 15.9%

Procedure

5-methylhydantoin-5-acetic acid (50 mg, 0.30 mmol) and 4-[(2-methyl-4-quinolinyl)methoxy]-aniline bis-HCl salt (101 mg, 0.30 mmol) were coupled using general coupling method A to give 20 mg (13%) of the product hydantoin. MS found: (M+H)+=419.

Sources & evidence

ORD record
ord-ee1207d4edb6470ab35f6e73602adcd0
Source dataset
uspto-grants-2005_05
Patent number
US06890915B2

Reaction notes

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