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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1618115Generated: October 31, 2026

Maleic Anhydride → (1S)-2-(1-Cyclohexylpiperidin-4-yl)-1-methyl-3-oxo-2,3-dihydro-1H-isoindole-4-carboxylic acid

https://huagongshe.com/reaction/1618115

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMaleic AnhydrideHCID 7923—
Reactant1-cyclohexyl-N-[(1S)-1-(furan-2-yl)ethyl]piperidin-4-amineHCID 67192126—
SolventTolueneHCID 1140—
Product(1S)-2-(1-Cyclohexylpiperidin-4-yl)-1-methyl-3-oxo-2,3-dihydro-1H-isoindole-4-carboxylic acidHCID 67191867—

Reaction Conditions

Temperature100 °C

Reaction Steps

1-Cyclohexyl-N-[(1S)-1-(furan-2-yl)ethyl]piperidin-4-amine (0.3 gr, 1.08 mmol) and maleic anhydride (0.13 gr, 1.3 mmol) in toluene (10 mL) were stirred at reflux for 16 hours. Solvent was evaporated and the residue was dissolved in aqueous 37% hydrochloric acid (5 mL) and stirred at 100° C. for 2 hours. Volatiles were evaporated affording crude title product that was used for the next step without further purification

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08765972B2
Source datasetuspto-grants-2014_07
ORD IDord-f579d8ef94394998baa2c9e63caaeb02
Source noteuspto-grants-2014_07