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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 238102Generated: October 27, 2026

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

https://huagongshe.com/reaction/238102

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 numberUS08642608B2
Source datasetuspto-grants-2014_02
ORD IDord-d370166b5619435f9afce9ad5251a956
Source noteuspto-grants-2014_02