(S)-2-(5-(4-(3-(2-Fluorophenyl)thioureido)phenyl)-1-oxoisoindolin-2-yl)-3-methylbutanoic acid → (S)-3-Methyl-2-(1-oxo-5-(4-(3-(2-(trifluoromethyl)phenyl)thioureido)phenyl)isoindolin-2-yl)butanoic acid

HRID 403896Notes

Reaction equation

HRID 403896 reaction equation
FC1C=CC=CC=1NC(=S)NC1C=CC(C2C=C3C(=CC=2)C(=O)N([C@@H](C(C)C)C(O)=O)C3)=CC=1.[CH3:35][CH:36]([CH3:72])[C@H:37]([N:42]1[CH2:50][C:49]2[C:44](=[CH:45][CH:46]=[C:47]([C:51]3[CH:56]=[CH:55][C:54]([NH:57][C:58]([NH:60][C:61]4[CH:66]=[CH:65][CH:64]=[CH:63][C:62]=4[C:67]([F:70])([F:69])[F:68])=[S:59])=[CH:53][CH:52]=3)[CH:48]=2)[C:43]1=[O:71])[C:38]([O:40]C)=[O:39]>>[CH3:35][CH:36]([CH3:72])[C@H:37]([N:42]1[CH2:50][C:49]2[C:44](=[CH:45][CH:46]=[C:47]([C:51]3[CH:52]=[CH:53][C:54]([NH:57][C:58]([NH:60][C:61]4[CH:66]=[CH:65][CH:64]=[CH:63][C:62]=4[C:67]([F:69])([F:70])[F:68])=[S:59])=[CH:55][CH:56]=3)[CH:48]=2)[C:43]1=[O:71])[C:38]([OH:40])=[O:39]

Participants

3

Reactant 2

HCID 87349473(S)-2-(5-(4-(3-(2-Fluorophenyl)thioureido)phenyl)-1-oxoisoindolin-2-yl)-3-methylbutanoic acidHCID 131731515(S)-Methyl 3-methyl-2-(1-oxo-5-(4-(3-(2-(trifluoromethyl)phenyl)thioureido)phenyl)isoindolin-2-yl)butanoate

Product 1

HCID 87349717(S)-3-Methyl-2-(1-oxo-5-(4-(3-(2-(trifluoromethyl)phenyl)thioureido)phenyl)isoindolin-2-yl)butanoic acidYield 91%

Procedure

The compound of example 271 was prepared analogous to compound of example 257 by hydrolysis of compound of example 270.

Sources & evidence

ORD record
ord-522bf0c01a42445f9ae9b86215b20347
Source dataset
uspto-grants-2014_06
Patent number
US08748426B2

Reaction notes

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