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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 606110Generated: November 1, 2026

Triethyl orthoacetate → 4-chloro-1-{[3-(4-fluorophenyl)isoxazol-5-yl]methyl}-2-methyl-1H-imidazo[4,5-c]quinoline

https://huagongshe.com/reaction/606110

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethyl orthoacetateHCID 66221—
Reactant2-chloro-N4-{[3-(4-fluorophenyl)isoxazol-5-yl]methyl}quinoline-3,4-diamineHCID 86616890—
CatalystPyridinium chlorideHCID 10176127—
SolventTolueneHCID 1140—
Product4-chloro-1-{[3-(4-fluorophenyl)isoxazol-5-yl]methyl}-2-methyl-1H-imidazo[4,5-c]quinolineHCID 8661689361.8%

Reaction Steps

Pyridine hydrochloride (0.020 g, 0.19 mmol), triethyl orthoacetate (2.3 g, 14 mmol), 2-chloro-N4-{[3-(4-fluorophenyl)isoxazol-5-yl]methyl}quinoline-3,4-diamine (3.5 g, 9.5 mmol), and toluene (50 mL) were combined and treated according to the method of Part A of Example 26 to provide 2.307 g of 4-chloro-1-{[3-(4-fluorophenyl)isoxazol-5-yl]methyl}-2-methyl-1H-imidazo[4,5-c]quinoline as a pale yellow solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07915281B2
Source datasetuspto-grants-2011_03
ORD IDord-2d428afe10a34bdf9356b510327cc06f
Source noteuspto-grants-2011_03