(S)-Methyl 2-(6-(4-aminophenyl)-1-oxoisoindolin-2-yl)-3-methylbutanoate → (R)-Methyl 2-(6-(4-aminophenyl)-1-oxoisoindolin-2-yl)-3-methylbutanoate

HRID 404054Notes

Reaction equation

HRID 404054 reaction equation
[NH2:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[CH:16]=[C:15]3[C:11]([CH2:12][N:13]([C@@H:18]([CH:23]([CH3:25])[CH3:24])[C:19]([O:21][CH3:22])=[O:20])[C:14]3=[O:17])=[CH:10][CH:9]=2)=[CH:4][CH:3]=1.CC(C)[C@@H](N1CC2C(=CC(C3C=CC([N+]([O-])=O)=CC=3)=CC=2)C1=O)C(OC)=O>>[NH2:1][C:2]1[CH:3]=[CH:4][C:5]([C:8]2[CH:16]=[C:15]3[C:11]([CH2:12][N:13]([C@H:18]([CH:23]([CH3:25])[CH3:24])[C:19]([O:21][CH3:22])=[O:20])[C:14]3=[O:17])=[CH:10][CH:9]=2)=[CH:6][CH:7]=1

Participants

3

Reactant 2

HCID 131731441(S)-Methyl 2-(6-(4-aminophenyl)-1-oxoisoindolin-2-yl)-3-methylbutanoateHCID 131731581(R)-Methyl 3-methyl-2-(6-(4-nitrophenyl)-1-oxoisoindolin-2-yl)butanoate

Product 1

HCID 131731582(R)-Methyl 2-(6-(4-aminophenyl)-1-oxoisoindolin-2-yl)-3-methylbutanoateYield 77%

Procedure

The compound of example 539 was prepared analogous to the compound of example 6 by reduction of the compound of example 538.

Sources & evidence

ORD record
ord-133bab1430bc4e69817133fd6c6b7aba
Source dataset
uspto-grants-2014_06
Patent number
US08748426B2

Reaction notes

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