(S)-2-(6-(4-Benzamidophenyl)-1-oxoisoindolin-2-yl)-3-methylbutanoic acid → (S)-3-Methyl-2-(1-oxo-6-(5-(5-phenylthiazole-2-carboxamido)pyridin-2-yl)isoindolin-2-yl)butanoic acid

HRID 404109Notes

Reaction equation

HRID 404109 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.[CH3:33][CH:34]([CH3:70])[C@H:35]([N:40]1[CH2:48][C:47]2[C:42](=[CH:43][C:44]([C:49]3[CH:54]=[CH:53][C:52]([NH:55][C:56]([C:58]4[S:59][C:60]([C:63]5[CH:68]=[CH:67][CH:66]=[CH:65][CH:64]=5)=[CH:61][N:62]=4)=[O:57])=[CH:51][N:50]=3)=[CH:45][CH:46]=2)[C:41]1=[O:69])[C:36]([O:38]C)=[O:37]>>[CH3:33][CH:34]([CH3:70])[C@H:35]([N:40]1[CH2:48][C:47]2[C:42](=[CH:43][C:44]([C:49]3[CH:54]=[CH:53][C:52]([NH:55][C:56]([C:58]4[S:59][C:60]([C:63]5[CH:68]=[CH:67][CH:66]=[CH:65][CH:64]=5)=[CH:61][N:62]=4)=[O:57])=[CH:51][N:50]=3)=[CH:45][CH:46]=2)[C:41]1=[O:69])[C:36]([OH:38])=[O:37]

Participants

3

Reactant 2

HCID 53303631(S)-2-(6-(4-Benzamidophenyl)-1-oxoisoindolin-2-yl)-3-methylbutanoic acidHCID 123672813(S)-Methyl 3-methyl-2-(1-oxo-6-(5-(5-phenylthiazole-2-carboxamido)pyridin-2-yl)isoindolin-2-yl)butanoate

Product 1

HCID 67307166(S)-3-Methyl-2-(1-oxo-6-(5-(5-phenylthiazole-2-carboxamido)pyridin-2-yl)isoindolin-2-yl)butanoic acidYield 59%

Procedure

The compound of example 637 was prepared analogous to the compound of example 98 by hydrolysis of compound of example 636.

Sources & evidence

ORD record
ord-95c0ff3b1b034cb88d3a0e1ec24c32d6
Source dataset
uspto-grants-2014_06
Patent number
US08748426B2

Reaction notes

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