(S)-2-(5-(4-(3-(2-Fluorophenyl)thioureido)phenyl)-1-oxoisoindolin-2-yl)-3-methylbutanoic acid → (S)-2-(5-(4-(3-(4-Chlorophenyl)thioureido)phenyl)-1-oxoisoindolin-2-yl)-3-methylbutanoic acid

HRID 403891Notes

Reaction equation

HRID 403891 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.[Cl:35][C:36]1[CH:41]=[CH:40][C:39]([NH:42][C:43](=[S:69])[NH:44][C:45]2[CH:50]=[CH:49][C:48]([C:51]3[CH:52]=[C:53]4[C:57](=[CH:58][CH:59]=3)[C:56](=[O:60])[N:55]([C@@H:61]([CH:66]([CH3:68])[CH3:67])[C:62]([O:64]C)=[O:63])[CH2:54]4)=[CH:47][CH:46]=2)=[CH:38][CH:37]=1>>[Cl:35][C:36]1[CH:37]=[CH:38][C:39]([NH:42][C:43](=[S:69])[NH:44][C:45]2[CH:50]=[CH:49][C:48]([C:51]3[CH:52]=[C:53]4[C:57](=[CH:58][CH:59]=3)[C:56](=[O:60])[N:55]([C@@H:61]([CH:66]([CH3:67])[CH3:68])[C:62]([OH:64])=[O:63])[CH2:54]4)=[CH:47][CH:46]=2)=[CH:40][CH:41]=1

Participants

3

Reactant 2

HCID 87349473(S)-2-(5-(4-(3-(2-Fluorophenyl)thioureido)phenyl)-1-oxoisoindolin-2-yl)-3-methylbutanoic acidHCID 131731512(S)-Methyl 2-(5-(4-(3-(4-chlorophenyl)thioureido)phenyl)-1-oxoisoindolin-2-yl)-3-methylbutanoate

Product 1

HCID 53304054(S)-2-(5-(4-(3-(4-Chlorophenyl)thioureido)phenyl)-1-oxoisoindolin-2-yl)-3-methylbutanoic acidYield 94%

Procedure

The compound of example 265 was prepared analogous to compound of example 257 by hydrolysis of compound of example 264.

Sources & evidence

ORD record
ord-b284d69067fa42eaaab6c39237183dd2
Source dataset
uspto-grants-2014_06
Patent number
US08748426B2

Reaction notes

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