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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1597220Generated: October 30, 2026

Potassium Carbonate → 6-Methoxy-4-phenoxy-7-(2-(pyrrolidin-1-yl)ethoxy)quinazoline

https://huagongshe.com/reaction/1597220

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
Reactant1-(2-Chloroethyl)pyrrolidine hydrochlorideHCID 81668—
Reactant7-Hydroxy-6-methoxy-4-phenoxyquinazolineHCID 135496137—
SolventDimethylformamideHCID 6228—
Product6-Methoxy-4-phenoxy-7-(2-(pyrrolidin-1-yl)ethoxy)quinazolineHCID 2169927515%

Reaction Conditions

Temperature110 °C

Reaction Steps

1-(2-Chloroethyl)pyrrolidine hydrochloride (1.27 g, 7.5 mmol) was added to 7-hydroxy-6-methoxy-4-phenoxyquinazoline (1.0 g, 3.7 mmol), and potassium carbonate (3.9 g, 28.3 mmol) in DMF (30 ml). The mixture was heated at 110° C. for 4 hours and allowed to cool. The mixture was filtered, and the volatiles were removed from the filtrate by evaporation. The residue was purified by column chromatography eluting with methylene chloride/methanol/ammonia, (100/8/1) to give an oil which was triturated with ethyl acetate to give 6-methoxy-4-phenoxy-7-(2-(pyrrolidin-1-yl)ethoxy)quinazoline (200 mg, 15%) as a white solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06294532B1
Source datasetuspto-grants-2001_09
ORD IDord-7effe967a9a744359d801c5feeca77b2
Source noteuspto-grants-2001_09