Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2362513Generated: October 29, 2026

Trimethyl orthovalerate → 6-(2-butyl-1H-imidazo[4,5-c]quinolin-1-yl)-1-phenylhexan-1-one

https://huagongshe.com/reaction/2362513

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTrimethyl orthovalerateHCID 83755—
Reactant6-(3-Aminoquinolin-4-ylamino)-1-phenylhexan-1-oneHCID 68928127—
SolventTolueneHCID 1140—
Product6-(2-butyl-1H-imidazo[4,5-c]quinolin-1-yl)-1-phenylhexan-1-oneHCID 6893041587.7%

Reaction Steps

A solution of 6-(3-aminoquinolin-4-ylamino)-1-phenylhexan-1-one (2.09 g, 6.25 mmol) and trimethyl orthovalerate (1.52 g, 9.37 mmol) in toluene (50 mL) was heated at reflux under a Dean-Stark trap for 2 hours, then concentrated under reduced pressure to provide 6-(2-butyl-1H-imidazo[4,5-c]quinolin-1-yl)-1-phenylhexan-1-one (2.19 g) as a dark red oil that was used directly in the next step without further purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08691837B2
Source datasetuspto-grants-2014_04
ORD IDord-6f1e71e222b849868fe57ff144e3218a
Source noteuspto-grants-2014_04