(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-o-tolylthioureido)phenyl)isoindolin-2-yl)butanoic acid

HRID 403898Notes

Reaction equation

HRID 403898 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]([CH3:69])[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[CH3:67])=[S:59])=[CH:53][CH:52]=3)[CH:48]=2)[C:43]1=[O:68])[C:38]([O:40]C)=[O:39]>>[CH3:35][CH:36]([CH3:69])[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[CH3:67])=[S:59])=[CH:53][CH:52]=3)[CH:48]=2)[C:43]1=[O:68])[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 131731516(S)-Methyl 3-methyl-2-(1-oxo-5-(4-(3-o-tolylthioureido)phenyl)isoindolin-2-yl)butanoate

Product 1

HCID 53304155(S)-3-Methyl-2-(1-oxo-5-(4-(3-o-tolylthioureido)phenyl)isoindolin-2-yl)butanoic acidYield 88%

Procedure

The compound of example 273 was prepared analogous to compound of example 257 by hydrolysis of compound of example 272.

Sources & evidence

ORD record
ord-948cd45fc2a740d7ba7abbaa8e808f0a
Source dataset
uspto-grants-2014_06
Patent number
US08748426B2

Reaction notes

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