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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 81360Generated: October 26, 2026

Boron tribromide → 4-[5-(2-Fluorophenoxy)oxazolo[5,4-d]pyrimidin-2-yl]-2,6-dimethylphenol

https://huagongshe.com/reaction/81360

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBoron tribromideHCID 25134—
ReactantSodium BicarbonateHCID 516892—
Reactant5-(2-Fluoro-phenoxy)-2-(4-methoxy-3,5-dimethyl-phenyl)-oxazolo[5,4-d]pyrimidineHCID 53311373—
SolventDichloromethaneHCID 6344—
Product4-[5-(2-Fluorophenoxy)oxazolo[5,4-d]pyrimidin-2-yl]-2,6-dimethylphenolHCID 13612111590.7%

Reaction Conditions

Temperature0 °C

Reaction Steps

A solution of 510 mg of 5-(2-fluoro-phenoxy)-2-(4-methoxy-3,5-dimethyl-phenyl)-oxazolo[5,4-d]pyrimidine in 20 ml dichloromethane was cooled to 0° C., and over a period of 10 min 4.2 ml of a 1 M solution of boron tribromide in dichloromethane was added. The mixture was stirred at 0° C. for 1 h, and then another 2 ml of a 1 M solution of boron tribromide in dichloromethane were added. After stirring for another 1 h, 10 ml of a saturated aqueous solution of sodium hydrogencarbonate were added slowly. The aqueous layer was extracted twice with 15 ml of dichloromethane. The combined organic layers were dried over sodium sulfate, filtered and the solvents were removed in vacuo to give 445 mg of the title compound as a white solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08846690B2
Source datasetuspto-grants-2014_09
ORD IDord-3e806db210bc4a969dbe8d525952d1e4
Source noteuspto-grants-2014_09