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

HRID 403711Notes

Reaction equation

HRID 403711 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][O:36][C:37]1[CH:38]=[C:39]([NH:43][C:44](=[O:70])[NH:45][C:46]2[CH:51]=[CH:50][C:49]([C:52]3[CH:60]=[C:59]4[C:55]([CH2:56][N:57]([C@@H:62]([CH:67]([CH3:69])[CH3:68])[C:63]([O:65]C)=[O:64])[C:58]4=[O:61])=[CH:54][CH:53]=3)=[CH:48][CH:47]=2)[CH:40]=[CH:41][CH:42]=1>>[CH3:35][O:36][C:37]1[CH:38]=[C:39]([NH:43][C:44](=[O:70])[NH:45][C:46]2[CH:47]=[CH:48][C:49]([C:52]3[CH:60]=[C:59]4[C:55]([CH2:56][N:57]([C@@H:62]([CH:67]([CH3:68])[CH3:69])[C:63]([OH:65])=[O:64])[C:58]4=[O:61])=[CH:54][CH:53]=3)=[CH:50][CH:51]=2)[CH:40]=[CH:41][CH:42]=1

Participants

3

Reactant 2

HCID 53303121(S)-2-(6-(4-(3-(4-Fluorophenyl)ureido)phenyl)-1-oxoisoindolin-2-yl)-3-methyl butanoic acidHCID 53303254(S)-Methyl 2-(6-(4-(3-(3-methoxyphenyl)ureido)phenyl)-1-oxoisoindolin-2-yl)-3-methylbutanoate

Product 1

HCID 67305791(S)-2-(6-(4-(3-(3-Methoxyphenyl)ureido)phenyl)-1-oxoisoindolin-2-yl)-3-methyl butanoic acidYield 96%

Procedure

The compound of example 26 was prepared analogous to compound of example 8 by hydrolysis of compound of example 25.

Sources & evidence

ORD record
ord-eb1836f9da43424c8fedc89b895edd6e
Source dataset
uspto-grants-2014_06
Patent number
US08748426B2

Reaction notes

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