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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1791765Generated: November 4, 2026

Potassium Carbonate → 4-(6-Fluoroindol-5-yloxy)-6-methoxy-7-(3-piperidinopropoxy)quinazoline

https://huagongshe.com/reaction/1791765

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
Reactant4-Chloro-6-methoxy-7-(3-(piperidin-1-YL)propoxy)quinazolineHCID 11002191—
Reactant6-Fluoro-1H-indol-5-olHCID 22030929—
SolventDimethylformamideHCID 6228—
Product4-(6-Fluoroindol-5-yloxy)-6-methoxy-7-(3-piperidinopropoxy)quinazolineHCID 2203072746.6%

Reaction Conditions

Temperature95 °C

Reaction Steps

A mixture of 4-chloro-6-methoxy-7-(3-piperidinopropoxy)quinazoline (222 mg, 0.662 mmol), (prepared as described for the starting material in Example 67), and 6-fluoro-5-hydroxyindole (120 mg, 0.794 mmol), (prepared as described for the starting material in Example 242), in DMF (3 ml) containing potassium carbonate (137 mg, 0.993 mmol) was heated at 95° C. for 3.5 hours. After cooling the mixture was poured onto water and extracted with ethyl acetate. The organic layers were washed with water, brine, dried (MgSO4) and evaporated. The residue was triturated with ether, filtered and dried under vacuum to give 4-(6-fluoroindol-5-yloxy)-6-methoxy-7-(3-piperidinopropoxy)quinazoline (139 mg, 46%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07074800B1
Source datasetuspto-grants-2006_07
ORD IDord-04597e881e554ce1a6de9893aef3d4a7
Source noteuspto-grants-2006_07