1-Methylhydantoin → 3-(2-{[5-Bromo-2-({3-chloro-4-[(2-methylphenyl)carbonyl]phenyl}amino)benzyl]oxy}ethyl)-1-methylimidazolidine-2,4-dione

HRID 1797332Notes

Reaction equation

HRID 1797332 reaction equation
[Br:1][C:2]1[CH:7]=[CH:6][C:5]([NH:8][C:9]2[CH:14]=[CH:13][C:12]([C:15]([C:17]3[CH:22]=[CH:21][CH:20]=[CH:19][C:18]=3[CH3:23])=[O:16])=[C:11]([Cl:24])[CH:10]=2)=[C:4]([CH2:25][O:26][CH2:27][CH2:28]O)[CH:3]=1.[CH3:30][N:31]1[CH2:37][C:35](=[O:36])[NH:34][C:32]1=[O:33]>>[Br:1][C:2]1[CH:7]=[CH:6][C:5]([NH:8][C:9]2[CH:14]=[CH:13][C:12]([C:15]([C:17]3[CH:22]=[CH:21][CH:20]=[CH:19][C:18]=3[CH3:23])=[O:16])=[C:11]([Cl:24])[CH:10]=2)=[C:4]([CH:3]=1)[CH2:25][O:26][CH2:27][CH2:28][N:34]1[C:35](=[O:36])[CH2:37][N:31]([CH3:30])[C:32]1=[O:33]

Participants

3

Reactant 2

HCID 692171-MethylhydantoinHCID 10227340[4-({4-Bromo-2-[(2-hydroxyethoxy)methyl]phenyl}amino)-2-chlorophenyl](2-methylphenyl)methanone

Product 1

HCID 221745533-(2-{[5-Bromo-2-({3-chloro-4-[(2-methylphenyl)carbonyl]phenyl}amino)benzyl]oxy}ethyl)-1-methylimidazolidine-2,4-dione

Procedure

Compound 158 (47 mg, 0.1 mmol) and methylhydantoin (16 mg, 0.14 mmol) were treated as described in the preparation of compound 219. Purification was done by flash chromatography (petroleum ether/ethyl acetate 1:1) to provide the title compound, which was impure. The product was further purified by preparative TLC (petroleum ether/ethyl acetate 1:1) to furnish the pure title compound as yellow oil.

Workup

  1. customPurification

Sources & evidence

ORD record
ord-b81319042a5f42fbaab028742553cb25
Source dataset
uspto-grants-2006_04
Patent number
US07034015B2

Reaction notes

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