(S)-2-(6-(4-(3-(4-Fluorophenyl)ureido)phenyl)-1-oxoisoindolin-2-yl)-3-methyl butanoic acid → (S)-2-(6-(4-(3-(3,5-Difluorophenyl)ureido)phenyl)-1-oxoisoindolin-2-yl)-3-methylbutanoic acid

HRID 403715Notes

Reaction equation

HRID 403715 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.C[O:36][C:37](=[O:70])[C@@H:38]([N:42]1[CH2:50][C:49]2[C:44](=[CH:45][C:46]([C:51]3[CH:56]=[CH:55][C:54]([NH:57][C:58]([NH:60][C:61]4[CH:66]=[C:65]([F:67])[CH:64]=[C:63]([F:68])[CH:62]=4)=[O:59])=[CH:53][CH:52]=3)=[CH:47][CH:48]=2)[C:43]1=[O:69])[CH:39]([CH3:41])[CH3:40]>>[F:68][C:63]1[CH:62]=[C:61]([NH:60][C:58](=[O:59])[NH:57][C:54]2[CH:53]=[CH:52][C:51]([C:46]3[CH:45]=[C:44]4[C:49]([CH2:50][N:42]([C@@H:38]([CH:39]([CH3:40])[CH3:41])[C:37]([OH:70])=[O:36])[C:43]4=[O:69])=[CH:48][CH:47]=3)=[CH:56][CH:55]=2)[CH:66]=[C:65]([F:67])[CH:64]=1

Participants

3

Reactant 2

HCID 53303121(S)-2-(6-(4-(3-(4-Fluorophenyl)ureido)phenyl)-1-oxoisoindolin-2-yl)-3-methyl butanoic acidHCID 67305419(S)-Methyl-2-(6-(4-(3-(3,5-difluorophenyl)ureido)phenyl)-1-oxoisoindolin-2-yl)-3-methylbutanoate

Product 1

HCID 67306467(S)-2-(6-(4-(3-(3,5-Difluorophenyl)ureido)phenyl)-1-oxoisoindolin-2-yl)-3-methylbutanoic acidYield 94%

Procedure

The compound of example 30 was prepared analogous to compound of example 8 by hydrolysis of compound of example 29.

Sources & evidence

ORD record
ord-8d1d1d1cf4a444008a9f774b5d851893
Source dataset
uspto-grants-2014_06
Patent number
US08748426B2

Reaction notes

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