(S)-2-(6-(4-(3-(4-Fluorophenyl)ureido)phenyl)-1-oxoisoindolin-2-yl)-3-methyl butanoic acid → (S)-2-(6-(4-(3-(2,6-Difluorophenyl)ureido)phenyl)-1-oxoisoindolin-2-yl)-3-methylbutanoic acid

HRID 403707Notes

Reaction equation

HRID 403707 reaction equation
FC1C=CC(NC(=O)NC2C=CC(C3C=C4C(CN([C@@H](C(C)C)C(O)=O)C4=O)=CC=3)=CC=2)=CC=1.[F:35][C:36]1[CH:41]=[CH:40][CH:39]=[C:38]([F:42])[C:37]=1[NH:43][C:44](=[O:70])[NH:45][C:46]1[CH:51]=[CH:50][C:49]([C:52]2[CH:60]=[C:59]3[C:55]([CH2:56][N:57]([C@@H:62]([CH:67]([CH3:69])[CH3:68])[C:63]([O:65]C)=[O:64])[C:58]3=[O:61])=[CH:54][CH:53]=2)=[CH:48][CH:47]=1>>[F:35][C:36]1[CH:41]=[CH:40][CH:39]=[C:38]([F:42])[C:37]=1[NH:43][C:44](=[O:70])[NH:45][C:46]1[CH:51]=[CH:50][C:49]([C:52]2[CH:60]=[C:59]3[C:55]([CH2:56][N:57]([C@@H:62]([CH:67]([CH3:68])[CH3:69])[C:63]([OH:65])=[O:64])[C:58]3=[O:61])=[CH:54][CH:53]=2)=[CH:48][CH:47]=1

Participants

3

Reactant 2

HCID 53303121(S)-2-(6-(4-(3-(4-Fluorophenyl)ureido)phenyl)-1-oxoisoindolin-2-yl)-3-methyl butanoic acidHCID 131731443(S)-Methyl 2-(6-(4-(3-(2,6-difluorophenyl)ureido)phenyl)-1-oxoisoindolin-2-yl)-3-methylbutanoate

Product 1

HCID 67306695(S)-2-(6-(4-(3-(2,6-Difluorophenyl)ureido)phenyl)-1-oxoisoindolin-2-yl)-3-methylbutanoic acidYield 90%

Procedure

The compound of example 20 was prepared analogous to compound of example 8 by hydrolysis of compound of example 19.

Sources & evidence

ORD record
ord-04b2ae675e3e412f93e716d77829223c
Source dataset
uspto-grants-2014_06
Patent number
US08748426B2

Reaction notes

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