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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1737536Generated: October 30, 2026

Potassium Carbonate → 4-(4-Chloro-2-fluorophenoxy)-6-methoxy-7-((4-pyridyl)methoxy)quinazoline

https://huagongshe.com/reaction/1737536

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
Reactant4-(Chloromethyl)pyridinium chlorideHCID 74570—
Reactant4-(4-Chloro-2-fluorophenoxy)-7-hydroxy-6-methoxyquinazolineHCID 135616204—
SolventDimethylformamideHCID 6228—
Product4-(4-Chloro-2-fluorophenoxy)-6-methoxy-7-((4-pyridyl)methoxy)quinazolineHCID 1588605480%

Reaction Conditions

Temperature80 °C

Reaction Steps

A mixture of 4-(4-chloro-2-fluorophenoxy)-7-hydroxy-6-methoxyquinazoline (112 mg, 0.35 mmol), potassium carbonate (138 mg, 1 mmol) and 4-(chloromethyl)pyridine hydrochloride (59 mg, 0.36 mmol) in DMF (2 ml) was heated at 80° C. for 1 hour. The mixture was allowed to cool and partitioned between ethyl acetate and water. The organic layer was separated, washed with water and brine, dried (MgSO4) and the solvent removed by evaporation. The residue was purified by column chromatography eluting with methylene chloride/methanol (95/5) to give 4-(4-chloro-2-fluorophenoxy)-6-methoxy-7-((4-pyridyl)methoxy)quinazoline (115 mg, 80%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05962458
Source datasetuspto-grants-1999_10
ORD IDord-2488e753d498463a80798b3dbc72efef
Source noteuspto-grants-1999_10