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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 547219Generated: October 25, 2026

1-Acetylpiperazine → 7-(2-(4-Acetylpiperazin-1-yl)ethoxy)-4-(4-chloro-2-fluoroanilino)-6-methoxyquinazoline hydrochloride

https://huagongshe.com/reaction/547219

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1-AcetylpiperazineHCID 83795—
Reactant7-(2-Bromoethoxy)-4-(4-chloro-2-fluoroanilino)6-methoxyquinazolineHCID 18753422—
SolventDichloromethane ethylacetateHCID 21226138—
Product7-(2-(4-Acetylpiperazin-1-yl)ethoxy)-4-(4-chloro-2-fluoroanilino)-6-methoxyquinazoline hydrochlorideHCID 18753435170.2%

Reaction Steps

7-(2-Bromoethoxy)-4-(4-chloro-2-fluoroanilino)-6-methoxyquinazoline (150 mg, 0.35 mmol) and 1-acetylpiperazine (135 mg, 1 mmol) were heated together at 140° C. for 10 minutes. The mixture was allowed to cool and was dissolved in a mixture of methylene chloride/ethyl acetate. The solution was washed with water, and then brine, dried (MgSO4) and the solvent removed by evaporation. The residue was purified by column chromatography eluting with methylene chloride/methanol (9/1). The purified product was dissolved in methylene chloride and 2.9M ethereal hydrogen chloride was added. The precipitate was collected by filtration, washed with ether and dried under vacuum to give 7-(2-(4-acetylpiperazin-1-yl)ethoxy)-4-(4-chloro-2-fluoroanilino)-6-methoxyquinazoline hydrochloride (152 mg, 79%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUSRE042353E1
Source datasetuspto-grants-2011_05
ORD IDord-c4a4404476fd4419bff6ad594133cf3e
Source noteuspto-grants-2011_05