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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 454150Generated: October 29, 2026

Potassium Carbonate → HCID 22030701, compound

https://huagongshe.com/reaction/454150

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
Reactant6-Methoxy-1H-indol-5-olHCID 164957—
Reactant4-Chloro-6-methoxy-7-(3-(piperidin-1-YL)propoxy)quinazolineHCID 11002191—
SolventDimethylacetamideHCID 31374—
ProductHCID 22030701HCID 2203070138.2%

Reaction Conditions

Temperature95 °C

Reaction Steps

A mixture of 4-chloro-6-methoxy-7-(3-piperidinopropoxy)quinazoline (200 mg, 0.6 mmol), (prepared as described for the starting material in Example 67), potassium carbonate (248 mg, 1.8 mmol) and 5-hydroxy-6-methoxyindole (127 mg, 0.78 mmol) in DMA (4.0 ml) was stirred at 95° C. for 2.5 hours. The reaction mixture was allowed to cool to ambient temperature, filtered and the filtrate evaporated under vacuum. The residue was purified by silica column chromatography eluting with dichloromethane/methanol/0.880 aqueous ammonia (89/10/1) and the resulting oil triturated with diethyl ether to give 4-(6-methoxyindol-5-yloxy)-6-methoxy-7-(3-piperidinopropoxy)quinazoline (106 mg, 38%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08492560B2
Source datasetuspto-grants-2013_07
ORD IDord-acf520a262884b16818a217d36b2b2b4
Source noteuspto-grants-2013_07