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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1791806Generated: November 3, 2026

Potassium Carbonate → 6-Methoxy-4-(1-methylindol-5-yloxy)-7-(3-piperidinopropoxy)quinazoline

https://huagongshe.com/reaction/1791806

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
Reactant1-Methyl-1H-indol-5-olHCID 10844525—
Reactant4-Chloro-6-methoxy-7-(3-(piperidin-1-YL)propoxy)quinazolineHCID 11002191—
SolventDimethylacetamideHCID 31374—
Product6-Methoxy-4-(1-methylindol-5-yloxy)-7-(3-piperidinopropoxy)quinazolineHCID 2203085149%

Reaction Conditions

Temperature90 °C

Reaction Steps

Nitrogen was bubbled through a mixture of 4-chloro-6-methoxy-7-(3-piperidinopropoxy)quinazoline (335 mg, 0.68 mmol), (prepared as described for the starting material in Example 67), potassium carbonate (281.5 mg, 2.04 mmol), 5-hydroxy-1methylindole (100 mg, 0.68 mmol) and DMA (4.0 ml) for 5 minutes. The mixture was then stirred at 90° C. for 4 hours under an atmosphere of nitrogen and allowed to cool to ambient temperature. The reaction mixture was filtered and the filtrate evaporated under vacuum. The residue was purified by trituration with methanol then water to give 6-methoxy-4-(1-methylindol-5-yloxy)-7-(3-piperidinopropoxy)quinazoline (148 mg, 49%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07074800B1
Source datasetuspto-grants-2006_07
ORD IDord-2653284ecc644473ae51d390ec995ab4
Source noteuspto-grants-2006_07