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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2383099Generated: October 29, 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/2383099

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 numberUS08263594B2
Source datasetuspto-grants-2012_09
ORD IDord-2ec2d088b31e461da22171c4310b29b6
Source noteuspto-grants-2012_09