(S)-2-(6-(5-(4-tert-Butylbenzamido)pyridin-2-yl)-1-oxoisoindolin-2-yl)-3-methyl butanoic acid → (S)-2-(6-(4-(4-tert-Butylbenzamido)-3-fluorophenyl)-1-oxoisoindolin-2-yl)-3-methylbutanoic acid

HRID 404013Notes

Reaction equation

HRID 404013 reaction equation
C(C1C=CC(C(NC2C=CC(C3C=C4C(CN([C@@H](C(C)C)C(O)=O)C4=O)=CC=3)=NC=2)=O)=CC=1)(C)(C)C.[C:37]([C:41]1[CH:74]=[CH:73][C:44]([C:45]([NH:47][C:48]2[CH:53]=[CH:52][C:51]([C:54]3[CH:62]=[C:61]4[C:57]([CH2:58][N:59]([C@@H:64]([CH:69]([CH3:71])[CH3:70])[C:65]([O:67]C)=[O:66])[C:60]4=[O:63])=[CH:56][CH:55]=3)=[CH:50][C:49]=2[F:72])=[O:46])=[CH:43][CH:42]=1)([CH3:40])([CH3:39])[CH3:38]>>[C:37]([C:41]1[CH:74]=[CH:73][C:44]([C:45]([NH:47][C:48]2[CH:53]=[CH:52][C:51]([C:54]3[CH:62]=[C:61]4[C:57]([CH2:58][N:59]([C@@H:64]([CH:69]([CH3:70])[CH3:71])[C:65]([OH:67])=[O:66])[C:60]4=[O:63])=[CH:56][CH:55]=3)=[CH:50][C:49]=2[F:72])=[O:46])=[CH:43][CH:42]=1)([CH3:38])([CH3:40])[CH3:39]

Participants

3

Reactant 2

HCID 67306402(S)-2-(6-(5-(4-tert-Butylbenzamido)pyridin-2-yl)-1-oxoisoindolin-2-yl)-3-methyl butanoic acidHCID 131731565(S)-Methyl 2-(6-(4-(4-tert-butylbenzamido)-3-fluorophenyl)-1-oxoisoindolin-2-yl)-3-methylbutanoate

Product 1

HCID 67307892(S)-2-(6-(4-(4-tert-Butylbenzamido)-3-fluorophenyl)-1-oxoisoindolin-2-yl)-3-methylbutanoic acidYield 86%

Procedure

The compound of example 444 was prepared analogous to the compound of example 404 by hydrolysis of the compound of example 443.

Sources & evidence

ORD record
ord-d6b00460108c4c66bbdb9142e26366bc
Source dataset
uspto-grants-2014_06
Patent number
US08748426B2

Reaction notes

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