(S)-2-(5-(4-(3-(4-Fluorophenyl)ureido)phenyl)-1-oxoisoindolin-2-yl)-3-methylbutanoic acid → (S)-3-Methyl-2-(1-oxo-5-(4-(3-(4-(trifluoromethyl)phenyl)ureido)phenyl)isoindolin-2-yl)butanoic acid

HRID 403871Notes

Reaction equation

HRID 403871 reaction equation
FC1C=CC(NC(=O)NC2C=CC(C3C=C4C(=CC=3)C(=O)N([C@@H](C(C)C)C(O)=O)C4)=CC=2)=CC=1.[CH3:35][CH:36]([CH3:72])[C@H:37]([N:42]1[CH2:50][C:49]2[C:44](=[CH:45][CH:46]=[C:47]([C:51]3[CH:56]=[CH:55][C:54]([NH:57][C:58]([NH:60][C:61]4[CH:66]=[CH:65][C:64]([C:67]([F:70])([F:69])[F:68])=[CH:63][CH:62]=4)=[O:59])=[CH:53][CH:52]=3)[CH:48]=2)[C:43]1=[O:71])[C:38]([O:40]C)=[O:39]>>[CH3:35][CH:36]([CH3:72])[C@H:37]([N:42]1[CH2:50][C:49]2[C:44](=[CH:45][CH:46]=[C:47]([C:51]3[CH:52]=[CH:53][C:54]([NH:57][C:58]([NH:60][C:61]4[CH:62]=[CH:63][C:64]([C:67]([F:70])([F:68])[F:69])=[CH:65][CH:66]=4)=[O:59])=[CH:55][CH:56]=3)[CH:48]=2)[C:43]1=[O:71])[C:38]([OH:40])=[O:39]

Participants

3

Reactant 2

HCID 67306564(S)-2-(5-(4-(3-(4-Fluorophenyl)ureido)phenyl)-1-oxoisoindolin-2-yl)-3-methylbutanoic acidHCID 131731504(S)-Methyl 3-methyl-2-(1-oxo-5-(4-(3-(4-(trifluoromethyl)phenyl)ureido)phenyl)isoindolin-2-yl)butanoate

Product 1

HCID 53304052(S)-3-Methyl-2-(1-oxo-5-(4-(3-(4-(trifluoromethyl)phenyl)ureido)phenyl)isoindolin-2-yl)butanoic acidYield 96%

Procedure

The compound of example 245 was prepared analogous to compound of example 225 by hydrolysis of compound of example 244.

Sources & evidence

ORD record
ord-ae05fc91b854479e865f69f983fdac21
Source dataset
uspto-grants-2014_06
Patent number
US08748426B2

Reaction notes

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