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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 454157Generated: October 25, 2026

Potassium Carbonate → 7-Benzyloxy-4-(2,3-dimethylindol-5-yloxy)-6-methoxyquinazoline

https://huagongshe.com/reaction/454157

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
Reactant7-(Benzyloxy)-4-chloro-6-methoxyquinazolineHCID 10661998—
Reactant2,3-Dimethyl-1H-indol-5-olHCID 22030788—
SolventDimethylformamideHCID 6228—
Product7-Benzyloxy-4-(2,3-dimethylindol-5-yloxy)-6-methoxyquinazolineHCID 2203082946%

Reaction Conditions

Temperature100 °C

Reaction Steps

A mixture of 7-benzyloxy-4-chloro-6-methoxyquinazoline (1.5 g, 4.99 mmol), (prepared as described for the starting material in Example 1), potassium carbonate (2.07 g, 15 mmol) and 2,3-dimethyl-5-hydroxyindole (1.21 g, 7.5 mmol), (Arch. Pharm. 1972, 305, 159), in DMF (75 ml) was stirred at 100° C. for 2 hours and allowed to cool to ambient temperature. The reaction mixture was filtered and the filtrate evaporated. The solid residue was purified by silica column chromatography, eluting with 2.5% methanol in dichoromethane to give 7-benzyloxy-4-(2,3-dimethylindol-5-yloxy)-6-methoxyquinazoline (976 mg, 46%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08492560B2
Source datasetuspto-grants-2013_07
ORD IDord-12b150cc5e25498fae6c5565cf294aaa
Source noteuspto-grants-2013_07