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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 916412Generated: October 25, 2026

Potassium Carbonate → 6-Benzyloxy-4-(4-fluoroindol-5-yloxy)-7-methoxyquinazoline

https://huagongshe.com/reaction/916412

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
Reactant6-(Benzyloxy)-4-chloro-7-methoxyquinazolineHCID 11426580—
Reactant4-fluoro-1H-indol-5-olHCID 22030553—
SolventDimethylformamideHCID 6228—
Product6-Benzyloxy-4-(4-fluoroindol-5-yloxy)-7-methoxyquinazolineHCID 5896023067%

Reaction Conditions

Temperature95 °C

Reaction Steps

A mixture of 6-benzyloxy-4-chloro-7-methoxyquinazoline (0.88 g, 2.9 mmol), (EP1153920 production examples 28-30), 4-fluoro-5-hydroxyindole (0.53 g, 3.5 mmol) and potassium carbonate (0.607 g, 4.39 mmol) in DMF (18 ml) was stirred at 95° C. for 2 hours. After cooling, the mixture was filtered and the volatiles were removed under vacuum. The residue was purified by column chromatography eluting with increasingly polar mixtures of methylene chloride and ethyl acetate to give 6-benzyloxy-4-(4-fluoroindol-5-yloxy)-7-methoxyquinazoline (0.8 g, 67%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07268230B2
Source datasetuspto-grants-2007_09
ORD IDord-d3be98f3dde441d897163705fe11fd16
Source noteuspto-grants-2007_09