(S)-2-(5-(4-(3-(4-Fluorophenyl)ureido)phenyl)-1-oxoisoindolin-2-yl)-3-methylbutanoic acid → (S)-2-(5-(4-(3-(2-Fluorophenyl)ureido)phenyl)-1-oxoisoindolin-2-yl)-3-methyl butanoic acid

HRID 403865Notes

Reaction equation

HRID 403865 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.[F:35][C:36]1[CH:41]=[CH:40][CH:39]=[CH:38][C:37]=1[NH:42][C:43](=[O:69])[NH:44][C:45]1[CH:50]=[CH:49][C:48]([C:51]2[CH:52]=[C:53]3[C:57](=[CH:58][CH:59]=2)[C:56](=[O:60])[N:55]([C@@H:61]([CH:66]([CH3:68])[CH3:67])[C:62]([O:64]C)=[O:63])[CH2:54]3)=[CH:47][CH:46]=1>>[F:35][C:36]1[CH:41]=[CH:40][CH:39]=[CH:38][C:37]=1[NH:42][C:43](=[O:69])[NH:44][C:45]1[CH:46]=[CH:47][C:48]([C:51]2[CH:52]=[C:53]3[C:57](=[CH:58][CH:59]=2)[C:56](=[O:60])[N:55]([C@@H:61]([CH:66]([CH3:67])[CH3:68])[C:62]([OH:64])=[O:63])[CH2:54]3)=[CH:49][CH:50]=1

Participants

3

Reactant 2

HCID 67306564(S)-2-(5-(4-(3-(4-Fluorophenyl)ureido)phenyl)-1-oxoisoindolin-2-yl)-3-methylbutanoic acidHCID 131731501(S)-Methyl 2-(5-(4-(3-(2-fluorophenyl)ureido)phenyl)-1-oxoisoindolin-2-yl)-3-methylbutanoate

Product 1

HCID 67307210(S)-2-(5-(4-(3-(2-Fluorophenyl)ureido)phenyl)-1-oxoisoindolin-2-yl)-3-methyl butanoic acidYield 84%

Procedure

The compound of example 227 was prepared analogous to compound of example 225 by hydrolysis of compound of example 226.

Sources & evidence

ORD record
ord-7c08849ce18c4d5c9f00247a059d52cc
Source dataset
uspto-grants-2014_06
Patent number
US08748426B2

Reaction notes

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