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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 598273Generated: 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/598273

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), prepared in Example 44, 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 numberUS07897597B2
Source datasetuspto-grants-2011_03
ORD IDord-f6d6822fd3734817b11ee069897eec5e
Source noteuspto-grants-2011_03