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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 453993Generated: October 26, 2026

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

https://huagongshe.com/reaction/453993

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTolueneHCID 1140—
Reactant7-Benzyloxy-4-(4-chloro-2-fluorophenoxy)-6-methoxyquinazolineHCID 21874825—
SolventTrifluoroacetic acidHCID 6422—
Product4-(4-Chloro-2-fluorophenoxy)-7-hydroxy-6-methoxyquinazolineHCID 1356162041,999.3%

Reaction Steps

7-Benzyloxy-4-(4-chloro-2-fluorophenoxy)-6-methoxyquinazoline (1.4 g, 3.4 mmol) was suspended in TFA (15 ml) and heated at reflux for 3 hours. The reaction mixture was allowed to cool, toluene was added and the volatiles were removed by evaporation under vacuum. The residue was triturated with ether and then acetone. The precipitate was collected by filtration and dried to give 4-(4-chloro-2-fluorophenoxy)-7-hydroxy-6-methoxyquinazoline (21.8 g). This was used without further purification in the next step.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08492560B2
Source datasetuspto-grants-2013_07
ORD IDord-724911cf6bb14d178ff9b3f47811e26f
Source noteuspto-grants-2013_07