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

HRID 403904Notes

Reaction equation

HRID 403904 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][O:36][C:37]1[CH:38]=[C:39]([NH:43][C:44](=[S:70])[NH:45][C:46]2[CH:51]=[CH:50][C:49]([C:52]3[CH:53]=[C:54]4[C:58](=[CH:59][CH:60]=3)[C:57](=[O:61])[N:56]([C@@H:62]([CH:67]([CH3:69])[CH3:68])[C:63]([O:65]C)=[O:64])[CH2:55]4)=[CH:48][CH:47]=2)[CH:40]=[CH:41][CH:42]=1>>[CH3:35][O:36][C:37]1[CH:38]=[C:39]([NH:43][C:44](=[S:70])[NH:45][C:46]2[CH:47]=[CH:48][C:49]([C:52]3[CH:53]=[C:54]4[C:58](=[CH:59][CH:60]=3)[C:57](=[O:61])[N:56]([C@@H:62]([CH:67]([CH3:68])[CH3:69])[C:63]([OH:65])=[O:64])[CH2:55]4)=[CH:50][CH:51]=2)[CH:40]=[CH:41][CH:42]=1

Participants

3

Reactant 2

HCID 87349473(S)-2-(5-(4-(3-(2-Fluorophenyl)thioureido)phenyl)-1-oxoisoindolin-2-yl)-3-methylbutanoic acidHCID 123917782(S)-Methyl 2-(5-(4-(3-(3-methoxyphenyl)thioureido)phenyl)-1-oxoisoindolin-2-yl)-3-methylbutanoate

Product 1

HCID 87349519(S)-2-(5-(4-(3-(3-Methoxyphenyl)thioureido)phenyl)-1-oxoisoindolin-2-yl)-3-methyl butanoic acidYield 69%

Procedure

The compound of example 279 was prepared analogous to compound of example 257 by hydrolysis of compound of example 278.

Sources & evidence

ORD record
ord-0b642dbab6154fd3a29ab9fda2134d8f
Source dataset
uspto-grants-2014_06
Patent number
US08748426B2

Reaction notes

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