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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1357713Generated: October 28, 2026

Trifluoroacetic acid → 4-(4-Chloro-2-fluorophenoxy)-7-hydroxy-6-methoxyquinazoline

https://huagongshe.com/reaction/1357713

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTrifluoroacetic acidHCID 6422—
Reactant7-Benzyloxy-4-(4-chloro-2-fluorophenoxy)-6-methoxyquinazolineHCID 21874825—
SolventTolueneHCID 1140—
Product4-(4-Chloro-2-fluorophenoxy)-7-hydroxy-6-methoxyquinazolineHCID 135616204105.8%

Reaction Steps

A mixture of 7-benzyloxy-4-(4-chloro-2-fluorophenoxy)-6-methoxyquinazoline (23 g) and trifluoroacetic acid (150 ml) was stirred and heated to reflux for 3 hours. The reaction mixture was allowed to cool to ambient temperature. Toluene was added and the mixture was evaporated. The residue was triturated under diethyl ether and then under acetone. The precipitate was collected by filtration and dried to give 4-(4-chloro-2-fluorophenoxy)-7-hydroxy-6-methoxyquinazoline (19 g) which was used without further purification; NMR: (DMSOd6) 3.97 (s, 3H), 7.22 (s, 1H), 7.39 (d, 1H), 7.53 (m, 2H), 7.67 (m, 1H), 8.46 (s, 1H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06593333B1
Source datasetuspto-grants-2003_07
ORD IDord-c33ba17b71814227a5607ee3a4d1cc39
Source noteuspto-grants-2003_07