(S)-3-Methyl-2-(1-oxo-6-(4-(phenylsulfonamido)phenyl)isoindolin-2-yl)butanoic acid → (S)-2-(6-(4-(4-Cyanophenylsulfonamido)phenyl)-1-oxoisoindolin-2-yl)-3-methyl butanoic acid

HRID 403756Notes

Reaction equation

HRID 403756 reaction equation
CC(C)[C@H](N1CC2C(=CC(C3C=CC(NS(C4C=CC=CC=4)(=O)=O)=CC=3)=CC=2)C1=O)C(O)=O.[C:34]([C:36]1[CH:41]=[CH:40][C:39]([S:42]([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)(=[O:44])=[O:43])=[CH:38][CH:37]=1)#[N:35]>>[C:34]([C:36]1[CH:41]=[CH:40][C:39]([S:42]([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]([CH3:69])[CH3:68])[C:63]([OH:65])=[O:64])[C:58]4=[O:61])=[CH:54][CH:53]=3)=[CH:50][CH:51]=2)(=[O:44])=[O:43])=[CH:38][CH:37]=1)#[N:35]

Participants

3

Reactant 2

HCID 67306729(S)-3-Methyl-2-(1-oxo-6-(4-(phenylsulfonamido)phenyl)isoindolin-2-yl)butanoic acidHCID 131731459(S)-Methyl 2-(6-(4-(4-cyanophenylsulfonamido)phenyl)-1-oxoisoindolin-2-yl)-3-methylbutanoate

Product 1

HCID 53303516(S)-2-(6-(4-(4-Cyanophenylsulfonamido)phenyl)-1-oxoisoindolin-2-yl)-3-methyl butanoic acidYield 93%

Procedure

The compound of example 80 was prepared analogous to compound of example 78 by hydrolysis of compound of example 79.

Sources & evidence

ORD record
ord-1427a8bcbb854f5ea2dfb4c89b37c9e8
Source dataset
uspto-grants-2014_06
Patent number
US08748426B2

Reaction notes

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