(S)-2-(6-(4-(3-(4-Fluorophenyl)ureido)phenyl)-1-oxoisoindolin-2-yl)-3-methyl butanoic acid → (S)-3-Methyl-2-(1-oxo-6-(4-(3-(4-phenoxyphenyl)ureido)phenyl)isoindolin-2-yl)butanoic acid

HRID 403733Notes

Reaction equation

HRID 403733 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.[CH3:35][CH:36]([CH3:75])[C@H:37]([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]=[CH:65][C:64]([O:67][C:68]5[CH:73]=[CH:72][CH:71]=[CH:70][CH:69]=5)=[CH:63][CH:62]=4)=[O:59])=[CH:53][CH:52]=3)=[CH:47][CH:48]=2)[C:43]1=[O:74])[C:38]([O:40]C)=[O:39]>>[CH3:35][CH:36]([CH3:75])[C@H:37]([N:42]1[CH2:50][C:49]2[C:44](=[CH:45][C:46]([C:51]3[CH:52]=[CH:53][C:54]([NH:57][C:58]([NH:60][C:61]4[CH:66]=[CH:65][C:64]([O:67][C:68]5[CH:69]=[CH:70][CH:71]=[CH:72][CH:73]=5)=[CH:63][CH:62]=4)=[O:59])=[CH:55][CH:56]=3)=[CH:47][CH:48]=2)[C:43]1=[O:74])[C:38]([OH:40])=[O:39]

Participants

3

Reactant 2

HCID 53303121(S)-2-(6-(4-(3-(4-Fluorophenyl)ureido)phenyl)-1-oxoisoindolin-2-yl)-3-methyl butanoic acidHCID 123570995(S)-Methyl 3-methyl-2-(1-oxo-6-(4-(3-(4-phenoxyphenyl)ureido)phenyl)isoindolin-2-yl)butanoate

Product 1

HCID 67306667(S)-3-Methyl-2-(1-oxo-6-(4-(3-(4-phenoxyphenyl)ureido)phenyl)isoindolin-2-yl)butanoic acidYield 71.9%

Procedure

The compound of example 50 was prepared analogous to compound of example 8 by hydrolysis of compound of example 49.

Sources & evidence

ORD record
ord-5182659f5b84407992670723c927f3f3
Source dataset
uspto-grants-2014_06
Patent number
US08748426B2

Reaction notes

Loading…