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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2182573Generated: October 31, 2026

Potassium Carbonate → HCID 594801, compound

https://huagongshe.com/reaction/2182573

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
ReactantBis(2-bromoethyl) etherHCID 21521—
Reactant4-(4-Chloro-2-fluorophenylamino)-7-hydroxy-6-methoxyquinazolineHCID 135513720—
SolventDimethylformamideHCID 6228—
ProductHCID 594801HCID 594801153.7%

Reaction Steps

2-Bromoethyl ether (1.57 ml, 12 mmol) was added to a mixture of 4-(4-chloro-2-fluoroanilino)-7-hydroxy-6-methoxyquinazoline (1 g, 3.1 mmol), (prepared as described for the starting material in Example, 2), and potassium carbonate (1.73 g, 12 mmol) in DMF (10 ml). The mixture was stirred for 18 hours at ambient temperature and was partitioned between ethyl acetate and water. The organic layer was separated, washed with water and then brine, dried (MgSO4) and the solvent removed by evaporation. The residue was purified by column chromatography on silica eluting with methylene chloride/acetonitrile/methanol (60/38/2). The purified product was triturated with ether, collected by filtration, washed with ether and dried under vacuum to give 7-(22-bromoethoxy)ethoxy)-4-(4-chloro-2-fuoroanilino) methoxyquinazoline (763 mg, 52%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06897210B2
Source datasetuspto-grants-2005_05
ORD IDord-2cbd05f8e1544970a59f1da976dd12ab
Source noteuspto-grants-2005_05