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

HRID 403763Notes

Reaction equation

HRID 403763 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.[Cl:34][C:35]1[CH:36]=[C:37]([S:41]([NH:44][C:45]2[CH:50]=[CH:49][C:48]([C:51]3[CH:59]=[C:58]4[C:54]([CH2:55][N:56]([C@@H:61]([CH:66]([CH3:68])[CH3:67])[C:62]([O:64]C)=[O:63])[C:57]4=[O:60])=[CH:53][CH:52]=3)=[CH:47][CH:46]=2)(=[O:43])=[O:42])[CH:38]=[CH:39][CH:40]=1>>[Cl:34][C:35]1[CH:36]=[C:37]([S:41]([NH:44][C:45]2[CH:46]=[CH:47][C:48]([C:51]3[CH:59]=[C:58]4[C:54]([CH2:55][N:56]([C@@H:61]([CH:66]([CH3:68])[CH3:67])[C:62]([OH:64])=[O:63])[C:57]4=[O:60])=[CH:53][CH:52]=3)=[CH:49][CH:50]=2)(=[O:43])=[O:42])[CH:38]=[CH:39][CH:40]=1

Participants

3

Reactant 2

HCID 67306729(S)-3-Methyl-2-(1-oxo-6-(4-(phenylsulfonamido)phenyl)isoindolin-2-yl)butanoic acidHCID 131731462(S)-Methyl 2-(6-(4-(3-chlorophenylsulfonamido)phenyl)-1-oxoisoindolin-2-yl)-3-methylbutanoate

Product 1

HCID 67307490(S)-2-(6-(4-(3-Chlorophenylsulfonamido)phenyl)-1-oxoisoindolin-2-yl)-3-methylbutanoic acidYield 89%

Procedure

The compound of example 88 was prepared analogous to compound of example 78 by hydrolysis of compound of example 87.

Sources & evidence

ORD record
ord-ed40ad7603b04fdf85ce2b09e7d4d4b4
Source dataset
uspto-grants-2014_06
Patent number
US08748426B2

Reaction notes

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