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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 577373Generated: October 28, 2026

Hydrochloric Acid → 4-(4-Chloro-2-fluoroanilino)-6-methoxy-7-(1-methylpiperidin-4-ylmethoxy)quinazoline hydrochloride

https://huagongshe.com/reaction/577373

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantEthanolHCID 702—
Reactant4-Chloro-2-fluoroanilineHCID 93898—
Reactant4-Chloro-6-methoxy-7-((1-methylpiperidin-4-yl)methoxy)quinazolineHCID 11782230—
SolventDiethyl EtherHCID 3283—
SolventIsopropanolHCID 3776—
Product4-(4-Chloro-2-fluoroanilino)-6-methoxy-7-(1-methylpiperidin-4-ylmethoxy)quinazoline hydrochlorideHCID 2313332089.9%

Reaction Conditions

Temperature50 °C

Reaction Steps

3.5M Hydrogen chloride in ethanol (75 μl, 0.26 mmol) was added to a suspension of 4-chloro-6-methoxy-7-(1-methylpiperidin-4-ylmethoxy)quinazoline (80 mg, 0.25 mmol), (prepared as described for the starting material in Example 2c), in isopropanol (3 ml), the mixture was heated to 50° C. and 4-chloro-2-fluoroaniline (44 mg, 0.3 mmol) was added. The mixture was heated at reflux for 30 minutes. After cooling, the mixture was diluted with ether (3 ml). The precipitate was collected by filtration, washed with ether and dried under vacuum to give 4-(4-chloro-2-fluoroanilino)-6-methoxy-7-(1-methylpiperidin-4-ylmethoxy)quinazoline hydrochloride (105 mg, 82%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09040548B2
Source datasetuspto-grants-2015_05
ORD IDord-e2835a4cd59e4fa08be8f9725789d1dc
Source noteuspto-grants-2015_05