(S)-2-(6-(4-(3-(2-Fluorophenyl)thioureido)phenyl)-1-oxoisoindolin-2-yl)-3-methylbutanoic acid → (S)-2-(6-(4-(3-(4-Chlorophenyl)thioureido)phenyl)-1-oxoisoindolin-2-yl)-3-methyl butanoic acid

HRID 403745Notes

Reaction equation

HRID 403745 reaction equation
FC1C=CC=CC=1NC(=S)NC1C=CC(C2C=C3C(CN([C@@H](C(C)C)C(O)=O)C3=O)=CC=2)=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:59]=[C:58]4[C:54]([CH2:55][N:56]([C@@H:61]([CH:66]([CH3:68])[CH3:67])[C:62]([O:64]C)=[O:63])[C:57]4=[O:60])=[CH:53][CH:52]=3)=[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:59]=[C:58]4[C:54]([CH2:55][N:56]([C@@H:61]([CH:66]([CH3:67])[CH3:68])[C:62]([OH:64])=[O:63])[C:57]4=[O:60])=[CH:53][CH:52]=3)=[CH:47][CH:46]=2)=[CH:40][CH:41]=1

Participants

3

Reactant 2

HCID 87349957(S)-2-(6-(4-(3-(2-Fluorophenyl)thioureido)phenyl)-1-oxoisoindolin-2-yl)-3-methylbutanoic acidHCID 131731454(S)-Methyl 2-(6-(4-(3-(4-chlorophenyl)thioureido)phenyl)-1-oxoisoindolin-2-yl)-3-methylbutanoate

Product 1

HCID 87349671(S)-2-(6-(4-(3-(4-Chlorophenyl)thioureido)phenyl)-1-oxoisoindolin-2-yl)-3-methyl butanoic acidYield 84%

Procedure

The compound of example 62 was prepared analogous to compound of example 52 by hydrolysis of compound of example 61.

Sources & evidence

ORD record
ord-0e7e4adaa9cf4b159b81295369a58d2f
Source dataset
uspto-grants-2014_06
Patent number
US08748426B2

Reaction notes

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