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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 454086Generated: October 29, 2026

Potassium Carbonate → 7-Benzyloxy-4-(2-methylindol-5-yloxy)quinazoline

https://huagongshe.com/reaction/454086

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
Reactant2-methyl-1H-indol-5-olHCID 83336—
Reactant7-(Benzyloxy)-4-chloroquinazolineHCID 22030923—
SolventDimethylformamideHCID 6228—
Product7-Benzyloxy-4-(2-methylindol-5-yloxy)quinazolineHCID 2203078181%

Reaction Conditions

Temperature80 °C

Reaction Steps

A solution of 7-benzyloxy-4-chloroquinazoline (2 g, 7.4 mmol), 5-hydroxy-2-methylindole (1.3 g, 8.9 mmol), (prepared as described for the starting material in Example 48), in DMF (20 ml) containing potassium carbonate (1.53 g, 11.1 mmol) was stirred at 80° C. for 3 hours. After cooling, the mixture was poured in portions into ice/water. The precipitate was filtered and washed with water and dried under vacuum. The solid was dissolved in methylene chloride and was purified by column chromatography eluting with ethyl acetate and methylene chloride (1/1) to give 7-benzyloxy-4-(2-methylindol-5-yloxy)quinazoline (2.28 g, 81%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08492560B2
Source datasetuspto-grants-2013_07
ORD IDord-c52c142e03e547ba86b371fdd85500f7
Source noteuspto-grants-2013_07