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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 453992Generated: October 26, 2026

Water → 7-Benzyloxy-4-(4-chloro-2-fluorophenoxy)-6-methoxyquinazoline

https://huagongshe.com/reaction/453992

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantPotassium CarbonateHCID 11430—
Reactant4-Chloro-2-fluorophenolHCID 181975—
Reactant7-(Benzyloxy)-4-chloro-6-methoxyquinazolineHCID 10661998—
SolventDimethylformamideHCID 6228—
Product7-Benzyloxy-4-(4-chloro-2-fluorophenoxy)-6-methoxyquinazolineHCID 2187482576%

Reaction Conditions

Temperature100 °C

Reaction Steps

A mixture of the crude 7-benzyloxy-4-chloro-6-methoxyquinazoline, potassium carbonate (50 g, 362 mmol) and 4-chloro-2-fluorophenol (8.8 ml, 83 mmol) in DMF (500 ml) was stirred at 100° C. for 5 hours then allowed to cool to ambient temperature overnight. The reaction mixture was poured into water (2 l) and was stirred at ambient temperature for a few minutes. The crude solid was collected by filtration washing with water. The resultant solid was dissolved in dichloromethane and filtered through diatomaceous earth. The filtrate was treated with decolourising charcoal, boiled for a few minutes then filtered through diatomaceous earth. The filtrate was filtered through phase separating paper and then evaporated under vacuum to give a solid residue which was triturated with ether, filtered and dried to give 7-benzyloxy-4-(4-chloro-2-fluorophenoxy)-6-methoxyquinazoline (23.2 g, 76%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08492560B2
Source datasetuspto-grants-2013_07
ORD IDord-a2a84fea286e4fc284e1ddb7fd7a7f20
Source noteuspto-grants-2013_07