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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2068056Generated: October 26, 2026

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

https://huagongshe.com/reaction/2068056

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 numberUS08293902B2
Source datasetuspto-grants-2012_10
ORD IDord-d8c0dfb031364f76aa97f36b3511ff2d
Source noteuspto-grants-2012_10