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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1420917Generated: November 2, 2026

Potassium Carbonate → 4-(4-Chloro-2-fluoroanilino)-6-methoxy-7-(2-(2-pyridyloxy)ethoxy)quinazoline

https://huagongshe.com/reaction/1420917

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
Reactant2-(2-Chloroethoxy)pyridine hydrochlorideHCID 22624992—
Reactant4-(4-Chloro-2-fluorophenylamino)-7-hydroxy-6-methoxyquinazolineHCID 135513720—
SolventWaterHCID 962—
SolventDimethylformamideHCID 6228—
Product4-(4-Chloro-2-fluoroanilino)-6-methoxy-7-(2-(2-pyridyloxy)ethoxy)quinazolineHCID 226249387.4%

Reaction Conditions

Temperature90 °C

Reaction Steps

A mixture of 4-(4-chloro-2-fluoroanilino)-7-hydroxy-6-methoxyquinazoline (200 mg, 0.63 mmol), 2-(2-chloroethoxy)pyridine hydrochloride (120 mg, 0.61 mmol) and potassium carbonate (260 mg, 1.9 mmol) in DMF (25 ml) was heated at 90° C. for 16 hours. The mixture was diluted with water and extracted with ethyl acetate. The extract was dried (MgSO4) and the solvent removed by evaporation. The residue was purified by column chromatography eluting with ethyl acetate/methanol mixtures (100/0 increasing to 90/10) to give 4-(4-chloro-2-fluoroanilino)-6-methoxy-7-(2-(2-pyridyloxy)ethoxy)quinazoline (20 mg, 7%) as an off-white solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06071921
Source datasetuspto-grants-2000_06
ORD IDord-ee20e0f5c8f4476293b880b0f18f401a
Source noteuspto-grants-2000_06