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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 634699Generated: October 30, 2026

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

https://huagongshe.com/reaction/634699

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), (prepared as described for the starting material in Example 16), 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 numberUS06184225B2
Source datasetuspto-grants-2001_02
ORD IDord-4679bc3fde8a4f4d9477b150aa7cf77c
Source noteuspto-grants-2001_02