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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 403984Generated: October 27, 2026

Water → (S)-Methyl 2-(6-(5-aminopyridin-2-yl)-1-oxoisoindolin-2-yl)-3-methylbutanoate

https://huagongshe.com/reaction/403984

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantAmmonium ChlorideHCID 25517—
Reactant(S)-Methyl 3-methyl-2-(6-(5-nitropyridin-2-yl)-1-oxoisoindolin-2-yl)butanoateHCID 131731547—
CatalystIronHCID 23925—
SolventEthanolHCID 702—
SolventEthyl AcetateHCID 8857—
Product(S)-Methyl 2-(6-(5-aminopyridin-2-yl)-1-oxoisoindolin-2-yl)-3-methylbutanoateHCID 131731548—

Reaction Steps

The compound of example 391 (1.5 g, 0.0040 mol), iron (0.533 g, 0.0095 mol) and ammonium chloride (0.930 g, 0.0174 mol) in EtOH: H2O (22.5 mL, 15:7.5) was refluxed for about 16 h. After completion of the reaction, the reaction mixture was filtered through celite. The filtrate was concentrated to obtain a residue which was dissolved in ethyl acetate and washed with water and brine, dried over anhydrous sodium sulfate and concentrated to obtain a residue, which was purified by column chromatography (silica gel, 30% ethyl acetate in petroleum ether) to obtain the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08748426B2
Source datasetuspto-grants-2014_06
ORD IDord-c110c924b0f84eeb8147f4f51a4930f3
Source noteuspto-grants-2014_06