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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1386266Generated: November 2, 2026

Hydrochloric Acid → 4-(5-Fluorooxindol-3-yl)-6-methoxy-7-(2-methoxyethoxy)quinazoline

https://huagongshe.com/reaction/1386266

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
Reactant4-(5-Fluoro-1-diethoxymethyloxindol-3-yl)-6-methoxy-7-(2-methoxyethoxy)quinazolineHCID 21717215—
SolventEthanolHCID 702—
Product4-(5-Fluorooxindol-3-yl)-6-methoxy-7-(2-methoxyethoxy)quinazolineHCID 2171721825%

Reaction Conditions

Temperature80 °C

Reaction Steps

A solution of 4-(5-fluoro-1-diethoxymethyloxindol-3-yl)-6-methoxy-7-(2-methoxyethoxy)quinazoline (255 mg, 0.52 mmol), (prepared as described in Example 9), in ethanol (25 ml) containing 2M hydrochloric acid (2.6 ml) was heated at 80° C. for 1 hour. The solid formed was collected by filtration, washed with ethanol and dried under vacuum. The solid was dissolved in hot DMF, the solution was diluted with ethyl acetate and thoroughly washed with water. The organic layer was dried (MgSO4), the volatiles removed by evaporation and the resulting solid was dried under vacuum at 70° C. to give 4-(5-fluorooxindol-3-yl)-6-methoxy-7-(2-methoxyethoxy)quinazoline (49 mg, 25%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06265411B1
Source datasetuspto-grants-2001_07
ORD IDord-0fc19aa321b747c6a1ed4839af81fa58
Source noteuspto-grants-2001_07