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

HRID 1797330Notes

Reaction equation

HRID 1797330 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.[NH:30]1[CH2:36][C:34](=[O:35])[NH:33][C:31]1=[O:32]>>[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:33]1[C:34](=[O:35])[CH2:36][NH:30][C:31]1=[O:32]

Participants

3

Reactant 2

HCID 10006HydantoinHCID 10227340[4-({4-Bromo-2-[(2-hydroxyethoxy)methyl]phenyl}amino)-2-chlorophenyl](2-methylphenyl)methanone

Product 1

HCID 221745343-(2-{[5-Bromo-2-({3-chloro-4-[(2-methylphenyl)carbonyl]phenyl}amino)benzyl]oxy}ethyl)imidazolidine-2,4-dione

Procedure

Compound 158 (47 mg, 0.1 mmol), hydantoin (14 mg, 0.14 mmol) were treate 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 title compound as yellow oil.

Workup

  1. customPurification

Sources & evidence

ORD record
ord-ec084b5afe91496488104b8d1e78f1ba
Source dataset
uspto-grants-2006_04
Patent number
US07034015B2

Reaction notes

Loading…