Toluene → Rac-5-methyl-5-phenyl-3-(3-{[7-propyl-3-(trifluoromethyl)-1,2-benzisoxazol-6-yl]oxy}butyl)imidazolidine-2,4-dione

HRID 1245322Notes

Reaction equation

HRID 1245322 reaction equation
[CH3:1][C:2]1([C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=2)[NH:6][C:5](=[O:7])[NH:4][C:3]1=[O:8].[CH2:15]([C:18]1[C:26]2[O:25][N:24]=[C:23]([C:27]([F:30])([F:29])[F:28])[C:22]=2[CH:21]=[CH:20][C:19]=1[O:31][CH2:32][CH2:33]CCBr)[CH2:16][CH3:17].[C:37]1(C)C=CC=C[CH:38]=1>CC(C)=O>[CH3:1][C:2]1([C:9]2[CH:10]=[CH:11][CH:12]=[CH:13][CH:14]=2)[NH:6][C:5](=[O:7])[N:4]([CH2:37][CH2:38][CH:32]([O:31][C:19]2[CH:20]=[CH:21][C:22]3[C:23]([C:27]([F:30])([F:28])[F:29])=[N:24][O:25][C:26]=3[C:18]=2[CH2:15][CH2:16][CH3:17])[CH3:33])[C:3]1=[O:8]

Participants

5

Reactant 3

HCID 1140TolueneHCID 930435-Methyl-5-phenylhydantoinHCID 219109907-Propyl-3-(trifluoromethyl)-6-(4-bromobutyloxy)-1,2-benzisoxazole

Product 1

HCID 21911005Rac-5-methyl-5-phenyl-3-(3-{[7-propyl-3-(trifluoromethyl)-1,2-benzisoxazol-6-yl]oxy}butyl)imidazolidine-2,4-dione

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

rac-5-Methyl-5-phenyl-3-(3-{[7-propyl-3-(trifluoromethyl)-1,2-benzisoxazol-6-yl]oxy}butyl)imidazolidine-2,4-dione was prepared as for Example 10 from 5-methyl-5-phenylimidazolidine-2,4-dione and the bromide from Example 8. After aqueous work-up and silica gel chromatography (toluene: 10% acetone), the title compound was obtained.

Sources & evidence

ORD record
ord-133f56e7a6f745d3b4752d500d9e807c
Source dataset
uspto-grants-2006_10
Patent number
US07125865B2

Reaction notes

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