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

HRID 404006Notes

Reaction equation

HRID 404006 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.[CH:37]1[C:46]2[C:41](=[CH:42][CH:43]=[CH:44][CH:45]=2)[CH:40]=[CH:39][C:38]=1[C:47]([NH:49][C:50]1[CH:55]=[CH:54][C:53]([C:56]2[CH:64]=[C:63]3[C:59]([CH2:60][N:61]([C@@H:66]([CH:71]([CH3:73])[CH3:72])[C:67]([O:69]C)=[O:68])[C:62]3=[O:65])=[CH:58][CH:57]=2)=[C:52]([C:74]([F:77])([F:76])[F:75])[CH:51]=1)=[O:48]>>[CH:37]1[C:46]2[C:41](=[CH:42][CH:43]=[CH:44][CH:45]=2)[CH:40]=[CH:39][C:38]=1[C:47]([NH:49][C:50]1[CH:55]=[CH:54][C:53]([C:56]2[CH:64]=[C:63]3[C:59]([CH2:60][N:61]([C@@H:66]([CH:71]([CH3:72])[CH3:73])[C:67]([OH:69])=[O:68])[C:62]3=[O:65])=[CH:58][CH:57]=2)=[C:52]([C:74]([F:75])([F:76])[F:77])[CH:51]=1)=[O:48]

Participants

3

Reactant 2

HCID 67306402(S)-2-(6-(5-(4-tert-Butylbenzamido)pyridin-2-yl)-1-oxoisoindolin-2-yl)-3-methyl butanoic acidHCID 131731561(S)-Methyl 2-(6-(4-(2-naphthamido)-2-(trifluoromethyl)phenyl)-1-oxoisoindolin-2-yl)-3-methylbutanoate

Product 1

HCID 70975556(S)-2-(6-(4-(2-Naphthamido)-2-(trifluoromethyl)phenyl)-1-oxoisoindolin-2-yl)-3-methylbutanoic acidYield 85%

Procedure

The compound of example 428 was prepared analogous to the compound of example 404 by hydrolysis of the compound of example 427.

Sources & evidence

ORD record
ord-a0542ec9868f4ebebb72010d047858c6
Source dataset
uspto-grants-2014_06
Patent number
US08748426B2

Reaction notes

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