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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 634643Generated: October 30, 2026

Hydrochloric Acid → 4-(4-Bromo-2-fluoro-5-hydroxyanilino)-6,7-dimethoxyquinazoline hydrochloride hydrate

https://huagongshe.com/reaction/634643

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
Reactant4-Chloro-6,7-dimethoxyquinazolineHCID 2769364—
Reactant5-Amino-2-bromo-4-fluorophenolHCID 10965651—
Solvent(+-)-2-ButanolHCID 6568—
Product4-(4-Bromo-2-fluoro-5-hydroxyanilino)-6,7-dimethoxyquinazoline hydrochloride hydrateHCID 21260344168.4%

Reaction Steps

Isopropanolic hydrogen chloride (0.1 ml of a 5M solution) was added to a solution of 4-chloro-6,7-dimethoxyquinazoline (202 mg, 0.9 mmol) and 4-bromo-2-fluoro-5-hydroxyaniline (as described in EP 61741 A2) (206 mg, 1 mmol) in 2-butanol (8 ml). The mixture was heated at reflux for 45 minutes, then allowed to cool. The precipitated product was collected by filtration, washed with 2-butanol, and then with ether, and dried under vacuum to give 4-(4-bromo-2-fluoro-5-hydroxyanilino)-6,7-dimethoxyquinazoline hydrochloride hydrate (340 mg, 87%) as a white solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06184225B2
Source datasetuspto-grants-2001_02
ORD IDord-d7549541160e4a598cc7c867363f411e
Source noteuspto-grants-2001_02