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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1791630Generated: October 26, 2026

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

https://huagongshe.com/reaction/1791630

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 6hydroxyindole (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 numberUS07074800B1
Source datasetuspto-grants-2006_07
ORD IDord-468fcbe5be244819a8c75295abe707e7
Source noteuspto-grants-2006_07