(S)-2-(6-(4-Benzamidophenyl)-1-oxoisoindolin-2-yl)-3-methylbutanoic acid → (S)-2-(6-(4-(4-Fluoro-3-methylbenzamido)phenyl)-1-oxoisoindolin-2-yl)-3-methyl butanoic acid

HRID 403824Notes

Reaction equation

HRID 403824 reaction equation
C(NC1C=CC(C2C=C3C(CN([C@@H](C(C)C)C(O)=O)C3=O)=CC=2)=CC=1)(=O)C1C=CC=CC=1.[F:33][C:34]1[CH:66]=[CH:65][C:37]([C:38]([NH:40][C:41]2[CH:46]=[CH:45][C:44]([C:47]3[CH:55]=[C:54]4[C:50]([CH2:51][N:52]([C@@H:57]([CH:62]([CH3:64])[CH3:63])[C:58]([O:60]C)=[O:59])[C:53]4=[O:56])=[CH:49][CH:48]=3)=[CH:43][CH:42]=2)=[O:39])=[CH:36][C:35]=1[CH3:67]>>[F:33][C:34]1[CH:66]=[CH:65][C:37]([C:38]([NH:40][C:41]2[CH:46]=[CH:45][C:44]([C:47]3[CH:55]=[C:54]4[C:50]([CH2:51][N:52]([C@@H:57]([CH:62]([CH3:64])[CH3:63])[C:58]([OH:60])=[O:59])[C:53]4=[O:56])=[CH:49][CH:48]=3)=[CH:43][CH:42]=2)=[O:39])=[CH:36][C:35]=1[CH3:67]

Participants

3

Reactant 2

HCID 53303631(S)-2-(6-(4-Benzamidophenyl)-1-oxoisoindolin-2-yl)-3-methylbutanoic acidHCID 131731483(S)-Methyl 2-(6-(4-(4-fluoro-3-methylbenzamido)phenyl)-1-oxoisoindolin-2-yl)-3-methylbutanoate

Product 1

HCID 53303744(S)-2-(6-(4-(4-Fluoro-3-methylbenzamido)phenyl)-1-oxoisoindolin-2-yl)-3-methyl butanoic acidYield 85%

Procedure

The compound of example 162 was prepared analogous to compound of example 98 by hydrolysis of compound of example 161.

Sources & evidence

ORD record
ord-3ac6a94e20fc4997a4b605c99cf7c0dd
Source dataset
uspto-grants-2014_06
Patent number
US08748426B2

Reaction notes

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