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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2203540Generated: 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/2203540

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 numberUS09365567B2
Source datasetuspto-grants-2016_06
ORD IDord-54897ad8462d43c3b31282a66405acad
Source noteuspto-grants-2016_06