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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1796769Generated: November 3, 2026

Hydrochloric Acid → 6-[4-[4-(9-Carboxy-9H-fluoren-9-yl) butyl]piperazin-1-yl]-2-cyclohexyl-2,3-dihydro-1H-isoindol-1-one

https://huagongshe.com/reaction/1796769

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantTetrahydrofuranHCID 8028—
ReactantSodium HydroxideHCID 14798—
Reactant2-Cyclohexyl-6-[4-[4-(9-ethoxycarbonyl-9H-fluoren-9-yl)-butyl]piperazin-1-yl]-2,3-dihydro-1H-isoindol-1-oneHCID 22180342—
SolventMethanolHCID 887—
Product6-[4-[4-(9-Carboxy-9H-fluoren-9-yl) butyl]piperazin-1-yl]-2-cyclohexyl-2,3-dihydro-1H-isoindol-1-oneHCID 2218064960.9%

Reaction Conditions

Temperature65 °C

Reaction Steps

The compound (50 mg) prepared in Example 129 was dissolved in a mixed solvent composed of THF (0.3 ml) and methanol (0.3 ml). 1 N NaOH (0.3 ml) was added to the solution, and the mixture was heated at 65° C. with stirring for 3 hr. The temperature of the reaction solution was returned to room temperature, and 1 N HCl was then added thereto, followed by extraction with chloroform. The extract was dried over anhydrous MgSO4. The solvent was then removed by distillation under the reduced pressure. The residue was purified by preparative TLC (chloroform:methanol=5:1) to give the title compound (29 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07030120B2
Source datasetuspto-grants-2006_04
ORD IDord-ceb60b8c45164872ad8219536a54acf8
Source noteuspto-grants-2006_04