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

HRID 403727Notes

Reaction equation

HRID 403727 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.[Cl:35][C:36]1[CH:41]=[CH:40][C:39]([NH:42][C:43](=[O:69])[NH:44][C:45]2[CH:50]=[CH:49][C:48]([C:51]3[CH:59]=[C:58]4[C:54]([CH2:55][N:56]([C@@H:61]([CH:66]([CH3:68])[CH3:67])[C:62]([O:64]C)=[O:63])[C:57]4=[O:60])=[CH:53][CH:52]=3)=[CH:47][CH:46]=2)=[C:38]([O:70][C:71]2[CH:76]=[CH:75][CH:74]=[CH:73][CH:72]=2)[CH:37]=1>>[Cl:35][C:36]1[CH:41]=[CH:40][C:39]([NH:42][C:43](=[O:69])[NH:44][C:45]2[CH:46]=[CH:47][C:48]([C:51]3[CH:59]=[C:58]4[C:54]([CH2:55][N:56]([C@@H:61]([CH:66]([CH3:68])[CH3:67])[C:62]([OH:64])=[O:63])[C:57]4=[O:60])=[CH:53][CH:52]=3)=[CH:49][CH:50]=2)=[C:38]([O:70][C:71]2[CH:72]=[CH:73][CH:74]=[CH:75][CH:76]=2)[CH:37]=1

Participants

3

Reactant 2

HCID 53303121(S)-2-(6-(4-(3-(4-Fluorophenyl)ureido)phenyl)-1-oxoisoindolin-2-yl)-3-methyl butanoic acidHCID 67375923(S)-Methyl 2-(6-(4-(3-(4-chloro-2-phenoxyphenyl)ureido)phenyl)-1-oxo isoindolin-2-yl)-3-methylbutanoate

Product 1

HCID 67307583(S)-2-(6-(4-(3-(4-Chloro-2-phenoxyphenyl)ureido)phenyl)-1-oxoisoindolin-2-yl)-3-methylbutanoic acidYield 82%

Procedure

The compound of example 44 was prepared analogous to compound of example 8 by hydrolysis of compound of example 43.

Sources & evidence

ORD record
ord-ebb2eb2bf4d8471ca6d44ad81e01c6ed
Source dataset
uspto-grants-2014_06
Patent number
US08748426B2

Reaction notes

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