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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 7627Generated: October 26, 2026

Hydrochloric Acid → 2-[7-(4-Fluoro-benzyloxy)-4-oxo-4H-quinazolin-3-yl]-acetamide

https://huagongshe.com/reaction/7627

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantSodium hydrideHCID 24758—
Reactant4-Fluorobenzylic alcoholHCID 68022—
Reactant7-Fluoroquinazolin-4(3H)-oneHCID 135398496—
Reactant7-(4-Fluoro-benzyloxy)-3H-quinazolin-4-oneHCID 135752715—
SolventDimethylformamideHCID 6228—
Product2-[7-(4-Fluoro-benzyloxy)-4-oxo-4H-quinazolin-3-yl]-acetamideHCID 1008781366%

Reaction Conditions

Temperature140 °C

Reaction Steps

7-(4-Fluoro-benzyloxy)-3H-quinazolin-4-one: A mixture of sodium hydride (55%, 3.2 g, 73 mmol), 4-fluorobenzyl alcohol (9.2 g, 73 mmol) and 7-fluoro-3H-quinazolin-4-one (3.0 g, 18 mmol) in DMF (75 mL) was heated at 140° C. for 2 h. The resulting suspension was cooled to rt and the mixture acidified to pH 3 with HCl (conc.). The resulting precipitate was then filtered off, washed with water and diethylether. Partial purification by chromatography on silica gel eluting with ethyl acetate:hexane (2:1) afforded the title compound (3.2 g, 66%) as an off-white solid. MS: m/e=271.3 (M+H+).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07087612B2
Source datasetuspto-grants-2006_08
ORD IDord-02ebb08f2555436889139e7598c8df89
Source noteuspto-grants-2006_08