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

HRID 403869Notes

Reaction equation

HRID 403869 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]=[C:40]([F:42])[CH:39]=[CH:38][C:37]=1[NH:43][C:44](=[O:70])[NH:45][C:46]1[CH:51]=[CH:50][C:49]([C:52]2[CH:53]=[C:54]3[C:58](=[CH:59][CH:60]=2)[C:57](=[O:61])[N:56]([C@@H:62]([CH:67]([CH3:69])[CH3:68])[C:63]([O:65]C)=[O:64])[CH2:55]3)=[CH:48][CH:47]=1>>[F:35][C:36]1[CH:41]=[C:40]([F:42])[CH:39]=[CH:38][C:37]=1[NH:43][C:44](=[O:70])[NH:45][C:46]1[CH:51]=[CH:50][C:49]([C:52]2[CH:53]=[C:54]3[C:58](=[CH:59][CH:60]=2)[C:57](=[O:61])[N:56]([C@@H:62]([CH:67]([CH3:68])[CH3:69])[C:63]([OH:65])=[O:64])[CH2:55]3)=[CH:48][CH:47]=1

Participants

3

Reactant 2

HCID 67306564(S)-2-(5-(4-(3-(4-Fluorophenyl)ureido)phenyl)-1-oxoisoindolin-2-yl)-3-methylbutanoic acidHCID 131731503(S)-Methyl 2-(5-(4-(3-(2,4-difluorophenyl)ureido)phenyl)-1-oxoisoindolin-2-yl)-3-methylbutanoate

Product 1

HCID 67306599(S)-2-(5-(4-(3-(2,4-Difluorophenyl)ureido)phenyl)-1-oxoisoindolin-2-yl)-3-methylbutanoic acidYield 89%

Procedure

The compound of example 237 was prepared analogous to compound of example 225 by hydrolysis of compound of example 236.

Sources & evidence

ORD record
ord-968b52bcc68043b5a6bb29e1a871b120
Source dataset
uspto-grants-2014_06
Patent number
US08748426B2

Reaction notes

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