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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 454154Generated: October 29, 2026

Potassium Carbonate → HCID 22030822, compound

https://huagongshe.com/reaction/454154

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
Reactant4-Chloro-6-methoxy-7-(3-(piperidin-1-YL)propoxy)quinazolineHCID 11002191—
ReactantEthyl 7-chloro-5-hydroxyindole-2-carboxylateHCID 22030936—
SolventDimethylacetamideHCID 31374—
ProductAmmoniaHCID 2222%
ProductHCID 22030822HCID 22030822120.6%

Reaction Conditions

Temperature100 °C

Reaction Steps

A mixture of 4-chloro-6-methoxy-7-(3-piperidinopropoxy)quinazoline (84 mg, 0.24 mmol), (prepared as described for the starting material in Example 67), potassium carbonate (162 mg, 1.18 mmol) and ethyl 7-chloro-5-hydroxyindole-2-carboxylate (62 mg, 0.26 mmol) in DMA (2.0 ml) was stirred at 100° C. for 2 hours and allowed to cool to ambient temperature. The reaction mixture was filtered and the filtrate evaporated. The residue was purified by silica column chromatography using gradient elution dichloromethane with 2.5%, 5%, 10% methanol, then dichloromethane with 2% ammonia) to give 4-(7-chloro-2-(ethoxycarbonyl)indol-5-yloxy)-6-methoxy-7-(3-piperidinopropoxy)quinazoline (78 mg, 63%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08492560B2
Source datasetuspto-grants-2013_07
ORD IDord-3b34273d540241438c8cf38e945717d6
Source noteuspto-grants-2013_07