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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 454129Generated: October 25, 2026

Potassium Carbonate → 6-methoxy-4-(2-methylindol-5-yloxy)-7-(3-(N-methyl-N-methylsulphonylamino)propoxy)quinazoline

https://huagongshe.com/reaction/454129

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
Reactant2-methyl-1H-indol-5-olHCID 83336—
Reactant4-chloro-6-methoxy-7-(3-(N-methyl-N-methylsulphonylamino)propoxy)quinazolineHCID 22030690—
SolventDimethylformamideHCID 6228—
Product6-methoxy-4-(2-methylindol-5-yloxy)-7-(3-(N-methyl-N-methylsulphonylamino)propoxy)quinazolineHCID 2203089335.3%

Reaction Conditions

Temperature100 °C

Reaction Steps

A mixture of 4-chloro-6-methoxy-7-(3-(N-methyl-N-methylsulphonylamino)propoxy)quinazoline (360 mg, 1.00 mmol), (prepared as described for the starting material in Example 152), potassium carbonate (215 mg, 1.56 mmol) and 5-hydroxy-2-methylindole (162 mg, 1.10 mmol) in DMF (8.0 ml) was stirred at 100° C. for 5 hours and allowed to cool to ambient temperature. The solvent was removed by evaporation and the residue was purified by silica column chromatography eluting with methanol (2.5 to 5%) in dichloromethane. The resulting solid was recrystallised from ethyl acetate, filtered and washed with diethyl ether to give 6-methoxy-4-(2-methylindol-5-yloxy)-7-(3-(N-methyl-N-methylsulphonylamino)propoxy)quinazoline (166 mg, 35%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08492560B2
Source datasetuspto-grants-2013_07
ORD IDord-5c019b2f7a9b4d0194da655d32b95389
Source noteuspto-grants-2013_07