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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 49574Generated: October 28, 2026

Acetic Acid → 2-(3-{5-[3-(1,3-Dioxo-1,3-dihydro-2H-isoindol-2-yl)propyl]pyridin-2-yl}propyl)-1H-isoindole-1,3(2H)-dione

https://huagongshe.com/reaction/49574

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetic AcidHCID 176—
Reactant2-(3-{5-[3-(1,3-Dioxo-1,3-dihydro-2H-isoindol-2-yl)prop-1-ynyl]pyridin-2-yl}prop-2-ynyl)-1H-isoindole-1,3(2H)-dioneHCID 11305359—
ReactantHCID 178418361HCID 178418361—
CatalystPalladiumHCID 23938—
SolventDimethylformamideHCID 6228—
Product2-(3-{5-[3-(1,3-Dioxo-1,3-dihydro-2H-isoindol-2-yl)propyl]pyridin-2-yl}propyl)-1H-isoindole-1,3(2H)-dioneHCID 1013897263.8%

Reaction Steps

A mixture of 2-(3-{5-[3-(1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl-prop-1-ynyl]pyridin-2-yl}prop-2-ynyl)-1H-isoindole-1,3(2H)-dione (5-1) (200 mg), 10% Pd/C (50 wt %; 60 mg), and acetic acid (1 mL) in DMF (1 mL) was stirred at ambient temperature under 1 atmospheric pressure of hydrogen for 2 days. The catalyst was removed by filtration through Solka-floc and washed with ethanol. The filtrate and wash were combined and concentrated under reduced pressure to give 11-1 (130 mg) as colorless crystals.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06706885B2
Source datasetuspto-grants-2004_03
ORD IDord-dc03bc89fa7644c49186175938ea4394
Source noteuspto-grants-2004_03