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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1596293Generated: November 3, 2026

Morpholine → HCID 21701588, compound

https://huagongshe.com/reaction/1596293

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMorpholineHCID 8083—
Reactant7-(4-Chlorobutoxy)-N-(4-chloro-2-fluorophenyl)-6-methoxy-4-quinazolinamineHCID 10740292—
ProductHCID 21701588HCID 2170158878%

Reaction Steps

A solution of 7-(4-chlorobutoxy)4-(4-chloro-2-fluoroanilino)-6-methoxyquinazoline (3.64 g, 8.87 mmol) in morpholine (70 ml) was heated at 110° C. for 2 hours. The mixture was allowed to cool and was partitioned between ethyl acetate and water. The organic layer was separated, washed with brine, dried (MgSO4) and the volatiles removed by evaporation. The residue was purified by column chromatography eluting with methylene chloride and methanol (92/8). The purified solid product was dissolved in methylene chloride and 3M ethereal hydrogen chloride was added. The volatiles were removed by evaporation, and the residue triturated with ether. The solid was collected by filtration, washed with ether and dried under vacuum at 60° C. to give 4-(4-chloro-2-fluoroanilino)-6-methoxy-7-(4-morpholinobutoxy)quinazoline hydrochloride (3.8 g, 78%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06291455B1
Source datasetuspto-grants-2001_09
ORD IDord-55c186a6c56a4c198d22285c9139e34e
Source noteuspto-grants-2001_09