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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 61148Generated: October 26, 2026

2-((4,4-Difluoro-1-((S)-1-phenylethyl)piperidin-2-yl)methyl)isoindoline-1,3-dione → 2-((4,4-Difluoropiperidin-2-yl)methyl)isoindoline-1,3-dione

https://huagongshe.com/reaction/61148

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2-((4,4-Difluoro-1-((S)-1-phenylethyl)piperidin-2-yl)methyl)isoindoline-1,3-dioneHCID 117728194—
CatalystPalladiumHCID 23938—
SolventAcetic AcidHCID 176—
Product2-((4,4-Difluoropiperidin-2-yl)methyl)isoindoline-1,3-dioneHCID 11772801790%

Reaction Steps

To a solution of 2-((4,4-difluoro-1-((S)-1-phenylethyl)piperidin-2-yl)methyl)isoindoline-1,3-dione (1.1 g, 2.86 mmol) in acetic acid (10 mL) was added 10% Pd/C (200 mg). The reaction was then stirred under H2 until HPLC indicated complete removal of the phenethyl group. The reaction was the filtered through diatomaceous earth and concentrated. The crude residue was then dissolved in EtOAc and washed with saturated NaHCO3, brine, dried (MgSO4), and concentrated to yield the title compound as an orange oil (720 mg, 90%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09440982B2
Source datasetuspto-grants-2016_09
ORD IDord-f40189809fc0463280f36e55f515a021
Source noteuspto-grants-2016_09