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

HRID 404079Notes

Reaction equation

HRID 404079 reaction equation
NC1C=CC(C2C=C3C(CN([C@@H](C(C)C)C(OC)=O)C3=O)=CC=2)=CC=1.[N+:26]([C:29]1[CH:34]=[CH:33][C:32]([C:35]2[CH:43]=[C:42]3[C:38]([CH2:39][N:40]([C@@H:45]4[CH2:49][CH2:48][CH2:47][C@@H:46]4[C:50]([O:52][CH3:53])=[O:51])[C:41]3=[O:44])=[CH:37][CH:36]=2)=[CH:31][CH:30]=1)([O-])=O>>[NH2:26][C:29]1[CH:30]=[CH:31][C:32]([C:35]2[CH:43]=[C:42]3[C:38]([CH2:39][N:40]([C@@H:45]4[CH2:49][CH2:48][CH2:47][C@@H:46]4[C:50]([O:52][CH3:53])=[O:51])[C:41]3=[O:44])=[CH:37][CH:36]=2)=[CH:33][CH:34]=1

Participants

3

Reactant 2

HCID 131731441(S)-Methyl 2-(6-(4-aminophenyl)-1-oxoisoindolin-2-yl)-3-methylbutanoateHCID 131731583(1S,2R)-Methyl 2-(6-(4-nitrophenyl)-1-oxoisoindolin-2-yl)cyclopentane carboxylate

Product 1

HCID 131731584(1S,2R)-Methyl 2-(6-(4-aminophenyl)-1-oxoisoindolin-2-yl)cyclopentane carboxylateYield 90%

Procedure

The compound of example 592 was prepared analogous to the compound of example 6 by reduction of the compound of example 591.

Sources & evidence

ORD record
ord-86b24cec5408433dbdac6185255b4976
Source dataset
uspto-grants-2014_06
Patent number
US08748426B2

Reaction notes

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