(S)-2-(6-(4-Benzamidophenyl)-1-oxoisoindolin-2-yl)-3-methylbutanoic acid → (S)-2-(6-(4-(2-Fluoro-4-(trifluoromethyl)benzamido)phenyl)-1-oxoisoindolin-2-yl)-3-methylbutanoic acid

HRID 403838Notes

Reaction equation

HRID 403838 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]=[C:65]([C:67]([F:70])([F:69])[F:68])[CH:64]=[CH:63][C:35]=1[C:36]([NH:38][C:39]1[CH:44]=[CH:43][C:42]([C:45]2[CH:53]=[C:52]3[C:48]([CH2:49][N:50]([C@@H:55]([CH:60]([CH3:62])[CH3:61])[C:56]([O:58]C)=[O:57])[C:51]3=[O:54])=[CH:47][CH:46]=2)=[CH:41][CH:40]=1)=[O:37]>>[F:33][C:34]1[CH:66]=[C:65]([C:67]([F:70])([F:68])[F:69])[CH:64]=[CH:63][C:35]=1[C:36]([NH:38][C:39]1[CH:44]=[CH:43][C:42]([C:45]2[CH:53]=[C:52]3[C:48]([CH2:49][N:50]([C@@H:55]([CH:60]([CH3:62])[CH3:61])[C:56]([OH:58])=[O:57])[C:51]3=[O:54])=[CH:47][CH:46]=2)=[CH:41][CH:40]=1)=[O:37]

Participants

3

Reactant 2

HCID 53303631(S)-2-(6-(4-Benzamidophenyl)-1-oxoisoindolin-2-yl)-3-methylbutanoic acidHCID 131731490(S)-Methyl 2-(6-(4-(2-fluoro-4-(trifluoromethyl)benzamido)phenyl)-1-oxoisoindolin-2-yl)-3-methylbutanoate

Product 1

HCID 67305813(S)-2-(6-(4-(2-Fluoro-4-(trifluoromethyl)benzamido)phenyl)-1-oxoisoindolin-2-yl)-3-methylbutanoic acidYield 94%

Procedure

The compound of example 192 was prepared analogous to compound of example 98 by hydrolysis of compound of example 191.

Sources & evidence

ORD record
ord-74a3a5ceb3334c41b908e3697c9dc268
Source dataset
uspto-grants-2014_06
Patent number
US08748426B2

Reaction notes

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