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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 540863Generated: October 30, 2026

7-Benzyloxy-2-ethoxymethyl-1-propyl-1H-imidazo[4,5-c]quinolin-4-amine → 4-amino-2-ethoxymethyl-1-propyl-1H-imidazo[4,5-c]quinolin-7-ol

https://huagongshe.com/reaction/540863

Reaction equation

Participants

RoleNameHCIDCharge
Reactant7-Benzyloxy-2-ethoxymethyl-1-propyl-1H-imidazo[4,5-c]quinolin-4-amineHCID 57545299—
CatalystPalladiumHCID 23938—
SolventEthanolHCID 702—
Product4-amino-2-ethoxymethyl-1-propyl-1H-imidazo[4,5-c]quinolin-7-olHCID 13607520180%

Reaction Steps

7-Benzyloxy-2-ethoxymethyl-1-propyl-1H-imidazo[4,5-c]quinolin-4-amine (3.9 g, 9.99 mmol) was mixed with ethanol and added to a Parr flask charged with 10% palladium on carbon (0.390 g) in ethanol. The flask was placed under hydrogen pressure and shaken for 18 hours. The reaction mixture was filtered through a layer of CELITE filter aid, and the filter cake was washed with warm DMF. The filtrate was concentrated under reduced pressure, and the residue was recrystallized from methanol to yield 2.4 g of 4-amino-2-ethoxymethyl-1-propyl-1H-imidazo[4,5-c]quinolin-7-ol as a white solid, mp >250° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08871782B2
Source datasetuspto-grants-2014_10
ORD IDord-304e6d7651a3487684ef0108e36c7ba5
Source noteuspto-grants-2014_10