(S)-2-(6-(4-Benzamidophenyl)-1-oxoisoindolin-2-yl)-3-methylbutanoic acid → (S)-3-Methyl-2-(6-(4-(4-nonylbenzamido)phenyl)-1-oxoisoindolin-2-yl)butanoic acid

HRID 403836Notes

Reaction equation

HRID 403836 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]([CH3:74])[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](=[O:72])[C:57]4[CH:62]=[CH:61][C:60]([CH2:63][CH2:64][CH2:65][CH2:66][CH2:67][CH2:68][CH2:69][CH2:70][CH3:71])=[CH:59][CH:58]=4)=[CH:51][CH:50]=3)=[CH:45][CH:46]=2)[C:41]1=[O:73])[C:36]([O:38]C)=[O:37]>>[CH3:74][CH:34]([CH3:33])[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](=[O:72])[C:57]4[CH:58]=[CH:59][C:60]([CH2:63][CH2:64][CH2:65][CH2:66][CH2:67][CH2:68][CH2:69][CH2:70][CH3:71])=[CH:61][CH:62]=4)=[CH:51][CH:50]=3)=[CH:45][CH:46]=2)[C:41]1=[O:73])[C:36]([OH:38])=[O:37]

Participants

3

Reactant 2

HCID 53303631(S)-2-(6-(4-Benzamidophenyl)-1-oxoisoindolin-2-yl)-3-methylbutanoic acidHCID 131731489(S)-Methyl 3-methyl-2-(6-(4-(4-nonylbenzamido)phenyl)-1-oxoisoindolin-2-yl)butanoate

Product 1

HCID 53303844(S)-3-Methyl-2-(6-(4-(4-nonylbenzamido)phenyl)-1-oxoisoindolin-2-yl)butanoic acidYield 75%

Procedure

The compound of example 186 was prepared analogous to compound of example 98 by hydrolysis of compound of example 185.

Sources & evidence

ORD record
ord-33f46149fd274b749ed67db1fa8431cd
Source dataset
uspto-grants-2014_06
Patent number
US08748426B2

Reaction notes

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