(S)-2-(6-(5-(3-(2-Chlorophenyl)ureido)pyridin-2-yl)-1-oxoisoindolin-2-yl)-3-methylbutanoic acid → (S)-2-(6-(4-(3-(2-Chlorophenyl)ureido)-2-(trifluoromethyl)phenyl)-1-oxoisoindolin-2-yl)-3-methylbutanoic acid

HRID 404001Notes

Reaction equation

HRID 404001 reaction equation
ClC1C=CC=CC=1NC(=O)NC1C=CC(C2C=C3C(CN([C@@H](C(C)C)C(O)=O)C3=O)=CC=2)=NC=1.[Cl:35][C:36]1[CH:41]=[CH:40][CH:39]=[CH:38][C:37]=1[NH:42][C:43](=[O:73])[NH:44][C:45]1[CH:50]=[CH:49][C:48]([C:51]2[CH:59]=[C:58]3[C:54]([CH2:55][N:56]([C@@H:61]([CH:66]([CH3:68])[CH3:67])[C:62]([O:64]C)=[O:63])[C:57]3=[O:60])=[CH:53][CH:52]=2)=[C:47]([C:69]([F:72])([F:71])[F:70])[CH:46]=1>>[Cl:35][C:36]1[CH:41]=[CH:40][CH:39]=[CH:38][C:37]=1[NH:42][C:43](=[O:73])[NH:44][C:45]1[CH:50]=[CH:49][C:48]([C:51]2[CH:59]=[C:58]3[C:54]([CH2:55][N:56]([C@@H:61]([CH:66]([CH3:68])[CH3:67])[C:62]([OH:64])=[O:63])[C:57]3=[O:60])=[CH:53][CH:52]=2)=[C:47]([C:69]([F:71])([F:72])[F:70])[CH:46]=1

Participants

3

Reactant 2

HCID 70975553(S)-2-(6-(5-(3-(2-Chlorophenyl)ureido)pyridin-2-yl)-1-oxoisoindolin-2-yl)-3-methylbutanoic acidHCID 131731556(S)-Methyl 2-(6-(4-(3-(2-chlorophenyl)ureido)-2-(trifluoromethyl)phenyl)-1-oxoisoindolin-2-yl)-3-methylbutanoate

Product 1

HCID 70975411(S)-2-(6-(4-(3-(2-Chlorophenyl)ureido)-2-(trifluoromethyl)phenyl)-1-oxoisoindolin-2-yl)-3-methylbutanoic acidYield 97%

Procedure

The compound of example 416 was prepared analogous to the compound of example 394 by hydrolysis of the compound of example 415.

Sources & evidence

ORD record
ord-583755a06cf543289754e6372123b3c5
Source dataset
uspto-grants-2014_06
Patent number
US08748426B2

Reaction notes

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