(S)-2-(6-(4-(3-(4-Fluorophenyl)ureido)phenyl)-1-oxoisoindolin-2-yl)-3-methyl butanoic acid → (S)-3-Methyl-2-(1-oxo-6-(4-(3-phenylureido)phenyl)isoindolin-2-yl)butanoic acid

HRID 403705Notes

Reaction equation

HRID 403705 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.FC1C=C(NC(=O)NC2C=CC(C3C=C4C(CN([C@@H](C(C)C)C(O)=O)C4=O)=CC=3)=CC=2)C=CC=1>>[CH3:32][CH:31]([CH3:33])[C@H:27]([N:22]1[CH2:21][C:20]2[C:24](=[CH:25][C:17]([C:14]3[CH:15]=[CH:16][C:11]([NH:10][C:9]([NH:8][C:5]4[CH:6]=[CH:7][CH:2]=[CH:3][CH:4]=4)=[O:34])=[CH:12][CH:13]=3)=[CH:18][CH:19]=2)[C:23]1=[O:26])[C:28]([OH:30])=[O:29]

Participants

3

Reactant 2

HCID 53303121(S)-2-(6-(4-(3-(4-Fluorophenyl)ureido)phenyl)-1-oxoisoindolin-2-yl)-3-methyl butanoic acidHCID 67305967(S)-2-(6-(4-(3-(3-Fluorophenyl)ureido)phenyl)-1-oxoisoindolin-2-yl)-3-methyl butanoic acid

Product 1

HCID 67306687(S)-3-Methyl-2-(1-oxo-6-(4-(3-phenylureido)phenyl)isoindolin-2-yl)butanoic acidYield 88%

Procedure

The compound of example 16 was prepared analogous to compound of example 8 by hydrolysis of compound of example 14.

Sources & evidence

ORD record
ord-1f52d0f623cb46f2a5b562f612e6336e
Source dataset
uspto-grants-2014_06
Patent number
US08748426B2

Reaction notes

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