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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 659734Generated: October 27, 2026

Ethanol → Imiquimod

https://huagongshe.com/reaction/659734

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthanolHCID 702—
Reactant4-(N-benzylamino)-1-isobutyl-1H-imidazo(4,5-c)quinolineHCID 15606307—
ReactantHCID 178418361HCID 178418361—
CatalystPalladium hydroxideHCID 9942167—
SolventTriethylamineHCID 8471—
ProductImiquimodHCID 57469—

Reaction Steps

1.0 gram of 4-(N-benzylamino)-1-isobutyl-1H-imidazo(4,5-c)quinoline is added to 10 mL of ethanol, followed by the addition of 0.03 gram triethylamine and 0.2 gram of Pearlman's catalyst (20% Pd(OH)2/C). The mixture is stirred at 40° C. under 1 atm hydrogen until completion. The mixture is then filtered through Celite® and the filtrate, containing 4-amino-1-isobutyl-1H-imidazo(4,5-c)quinoline (imiquimod), is concentrated in vacuo.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08080662B2
Source datasetuspto-grants-2011_12
ORD IDord-772d01cce76f408b81eb16d64128b880
Source noteuspto-grants-2011_12