Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 454097Generated: October 26, 2026

Water → 4-(Indol-6-yloxy)-6-methoxy-7-(3-methylsulphonylpropoxy)quinazoline

https://huagongshe.com/reaction/454097

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantPotassium CarbonateHCID 11430—
Reactant6-HydroxyindoleHCID 524508—
Reactant4-Chloro-6-methoxy-7-(3-methylsulphonylpropoxy)quinazolineHCID 21874823—
SolventDimethylformamideHCID 6228—
Product4-(Indol-6-yloxy)-6-methoxy-7-(3-methylsulphonylpropoxy)quinazolineHCID 2203086350.7%

Reaction Conditions

Temperature90 °C

Reaction Steps

A solution of 4-chloro-6-methoxy-7-(3-methylsulphonylpropoxy)quinazoline (200 mg, 0.6 mmol), (prepared as described for the starting material in Example 50), and 6-hydroxyindole (97 mg, 0.73 mmol) in DMF (3 ml) containing potassium carbonate (125 mg, 0.91 mmol) was heated at 90° C. for 2.5 hours. After cooling, water was added. The precipitate was filtered, washed with water and dried under vacuum. The residue was triturated with ether, filtered, washed with ether and dried under vacuum to give 4-(indol-6-yloxy)-6-methoxy-7-(3-methylsulphonylpropoxy)quinazoline (130 mg, 50%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08492560B2
Source datasetuspto-grants-2013_07
ORD IDord-a8e8dfd7cbf04df7ac6e8028a96886b6
Source noteuspto-grants-2013_07