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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 454287Generated: October 31, 2026

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

https://huagongshe.com/reaction/454287

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-1-methylindole (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 numberUS08492560B2
Source datasetuspto-grants-2013_07
ORD IDord-900c423fb1af470b8e1b8e2a04a2d6b1
Source noteuspto-grants-2013_07