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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 454033Generated: October 30, 2026

Potassium Carbonate → 4-(4-Chloroquinolin-7-yloxy)-6-methoxy-7-(3-morpholinopropoxy)quinazoline

https://huagongshe.com/reaction/454033

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
Reactant4-Chloro-6-methoxy-7-(3-morpholin-4-ylpropoxy)quinazolineHCID 11823941—
Reactant4-Chloroquinolin-7-olHCID 135729083—
SolventDimethylformamideHCID 6228—
Product4-(4-Chloroquinolin-7-yloxy)-6-methoxy-7-(3-morpholinopropoxy)quinazolineHCID 989135547%

Reaction Conditions

Temperature100 °C

Reaction Steps

To 4-chloro-6-methoxy-7-(3-morpholinopropoxy)quinazoline (250 mg, 0.74 mmol), (prepared as described for the starting material in Example 1), in suspension in DMF (4 ml) were successively added 4-chloro-7-hydroxyquinoline (133 mg, 0.74 mmol) and potassium carbonate (153 mg, 1 mmol) and the reaction mixture heated to 100° C. More 4-chloro-7-hydroxyquinoline (27 mg, 0.15 mmol) was added after one hour and heating was continued for a further 30 minutes. The product precipitated upon cooling to ambient temperature. The reaction mixture was diluted with water, the product was collected by filtration and washed with more water. The dried solid was triturated with ether and filtered to give 4-(4-chloroquinolin-7-yloxy)-6-methoxy-7-(3-morpholinopropoxy)quinazoline (166 mg, 47%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08492560B2
Source datasetuspto-grants-2013_07
ORD IDord-a9a5dd8a49514612b149ecb1a9170e50
Source noteuspto-grants-2013_07