(S)-2-(6-(4-Benzamidophenyl)-1-oxoisoindolin-2-yl)-3-methylbutanoic acid → (S)-2-(6-(4-(3-(4-Fluorophenyl)isoxazole-5-carboxamido)phenyl)-1-oxo isoindolin-2-yl)-3-methylbutanoic acid

HRID 404092Notes

Reaction equation

HRID 404092 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:39]=[CH:38][C:37]([C:40]2[CH:44]=[C:43]([C:45]([NH:47][C:48]3[CH:53]=[CH:52][C:51]([C:54]4[CH:62]=[C:61]5[C:57]([CH2:58][N:59]([C@@H:64]([CH:69]([CH3:71])[CH3:70])[C:65]([O:67]C)=[O:66])[C:60]5=[O:63])=[CH:56][CH:55]=4)=[CH:50][CH:49]=3)=[O:46])[O:42][N:41]=2)=[CH:36][CH:35]=1>>[F:33][C:34]1[CH:39]=[CH:38][C:37]([C:40]2[CH:44]=[C:43]([C:45]([NH:47][C:48]3[CH:49]=[CH:50][C:51]([C:54]4[CH:62]=[C:61]5[C:57]([CH2:58][N:59]([C@@H:64]([CH:69]([CH3:71])[CH3:70])[C:65]([OH:67])=[O:66])[C:60]5=[O:63])=[CH:56][CH:55]=4)=[CH:52][CH:53]=3)=[O:46])[O:42][N:41]=2)=[CH:36][CH:35]=1

Participants

3

Reactant 2

HCID 53303631(S)-2-(6-(4-Benzamidophenyl)-1-oxoisoindolin-2-yl)-3-methylbutanoic acidHCID 123420288HCID 123420288, compound

Product 1

HCID 67307689(S)-2-(6-(4-(3-(4-Fluorophenyl)isoxazole-5-carboxamido)phenyl)-1-oxo isoindolin-2-yl)-3-methylbutanoic acidYield 93%

Procedure

The compound of example 616 was prepared analogous to the compound of example 98 by hydrolysis of compound of example 615.

Sources & evidence

ORD record
ord-8cedb0dcebf642ca942af7f7852666fb
Source dataset
uspto-grants-2014_06
Patent number
US08748426B2

Reaction notes

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