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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1791825Generated: November 4, 2026

Potassium Carbonate → 6-Methoxy-4-(1-methylindol-5-yloxy)-7-(2-piperidinopropoxy)quinazoline

https://huagongshe.com/reaction/1791825

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
Reactant1-Methyl-1H-indol-5-olHCID 10844525—
Reactant4-Chloro-6-methoxy-7-(2-piperidinoethoxy)quinazolineHCID 11088541—
SolventDimethylacetamideHCID 31374—
Product6-Methoxy-4-(1-methylindol-5-yloxy)-7-(2-piperidinopropoxy)quinazolineHCID 2203062083%

Reaction Conditions

Temperature90 °C

Reaction Steps

Nitrogen was bubbled through a mixture of 4-chloro-6-methoxy-7-(2-piperidinoethoxy)quinazoline (400 mg, 1.24 mmol), (prepared as described for the starting material in Example 180), potassium carbonate (500 mg, 3.62 mmol), 5-hydroxy-1-methylindole (231 mg, 1.57 mmol), (prepared as described for the starting material in Example 291), and DMA (5.0 ml) for 5 minutes. The mixture was then stirred at 90° C. for 3 hours under an atmosphere of nitrogen and then allowed to cool to ambient temperature. The reaction mixture was filtered and the filtrate evaporated in vacuo. The residue was purified by trituration with methanol to give 6-methoxy-4-(1-methylindol-5-yloxy)-7-(2-piperidinopropoxy)quinazoline (447 mg, 83%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07074800B1
Source datasetuspto-grants-2006_07
ORD IDord-e3297ced1472471fa98833a100debdfe
Source noteuspto-grants-2006_07