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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 454306Generated: October 30, 2026

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

https://huagongshe.com/reaction/454306

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 numberUS08492560B2
Source datasetuspto-grants-2013_07
ORD IDord-eb3fa012bc704d4ea584776209b436f5
Source noteuspto-grants-2013_07