(S)-2-(6-(4-(3-(4-Fluorophenyl)ureido)phenyl)-1-oxoisoindolin-2-yl)-3-methyl butanoic acid → (S)-2-(6-(4-(3-(3-Methoxyphenyl)ureido)phenyl)-1-oxoisoindolin-2-yl)-3-methyl butanoic acid

HRID 403713Notes

Reaction equation

HRID 403713 reaction equation
F[C:2]1[CH:7]=[CH:6][C:5]([NH:8][C:9](=[O:34])[NH:10][C:11]2[CH:16]=[CH:15][C:14]([C:17]3[CH:25]=[C:24]4[C:20]([CH2:21][N:22]([C@@H:27]([CH:31]([CH3:33])[CH3:32])[C:28]([OH:30])=[O:29])[C:23]4=[O:26])=[CH:19][CH:18]=3)=[CH:13][CH:12]=2)=[CH:4][CH:3]=1.[CH3:35][O:36]C(=O)[C@@H](N1CC2C(=CC(C3C=CC(NC(NC4C=CC(OC)=CC=4)=O)=CC=3)=CC=2)C1=O)C(C)C>>[CH3:35][O:36][C:3]1[CH:4]=[C:5]([NH:8][C:9](=[O:34])[NH:10][C:11]2[CH:16]=[CH:15][C:14]([C:17]3[CH:25]=[C:24]4[C:20]([CH2:21][N:22]([C@@H:27]([CH:31]([CH3:33])[CH3:32])[C:28]([OH:30])=[O:29])[C:23]4=[O:26])=[CH:19][CH:18]=3)=[CH:13][CH:12]=2)[CH:6]=[CH:7][CH:2]=1

Participants

3

Reactant 2

HCID 53303121(S)-2-(6-(4-(3-(4-Fluorophenyl)ureido)phenyl)-1-oxoisoindolin-2-yl)-3-methyl butanoic acidHCID 67307643(S)-Methyl-2-(6-(4-(3-(4-methoxyphenyl)ureido)phenyl)-1-oxoisoindolin-2-yl)-3-methylbutanoate

Product 1

HCID 67305791(S)-2-(6-(4-(3-(3-Methoxyphenyl)ureido)phenyl)-1-oxoisoindolin-2-yl)-3-methyl butanoic acidYield 86%

Procedure

The compound of example 26 was prepared analogous to compound of example 8 by hydrolysis of compound of example 27.

Sources & evidence

ORD record
ord-f9c88dcbf46243dca6bf08de23e8d3bb
Source dataset
uspto-grants-2014_06
Patent number
US08748426B2

Reaction notes

Loading…