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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 403463Generated: October 25, 2026

Boron tribromide → 2,6-Dimethyl-4-(5-methylsulfanyl-7-propoxyoxazolo[5,4-d]pyrimidin-2-yl)phenol

https://huagongshe.com/reaction/403463

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBoron tribromideHCID 25134—
Reactant2-(4-Methoxy-3,5-dimethylphenyl)-5-methylsulfanyl-7-propoxyoxazolo[5,4-d]pyrimidineHCID 67294173—
SolventDichloromethaneHCID 6344—
Product2,6-Dimethyl-4-(5-methylsulfanyl-7-propoxyoxazolo[5,4-d]pyrimidin-2-yl)phenolHCID 13638986683.2%

Reaction Steps

To a solution of 2.5 g of 2-(4-methoxy-3,5-dimethyl-phenyl)-5-methylsulfanyl-7-propoxy-oxazolo[5,4-d]pyrimidine in 50 ml of dichloromethane 0.70 ml of boron tribromide were added slowly at −20° C. After 1 h at −20° C. and 2 h at room temperature, the mixture was quenched by addition of a saturated aqueous sodium hydrogencarbonate solution while maintaining a temperature below 5° C. The phases were separated, and then the aqueous phase was extracted twice with dichloromethane. The combined organic phases were dried and concentrated in vacuo. 2.0 g of the title compound were obtained.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08748436B2
Source datasetuspto-grants-2014_06
ORD IDord-868c79f9033848d090c71879b9b7408f
Source noteuspto-grants-2014_06