HuagongsheHuagongshe Chemistry Print Report · For research reference only
Boron tribromide → 2,6-Dimethyl-4-(5-methylsulfanyl-7-propoxyoxazolo[5,4-d]pyrimidin-2-yl)phenol
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Boron tribromide | HCID 25134 | — |
| Reactant | 2-(4-Methoxy-3,5-dimethylphenyl)-5-methylsulfanyl-7-propoxyoxazolo[5,4-d]pyrimidine | HCID 67294173 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 2,6-Dimethyl-4-(5-methylsulfanyl-7-propoxyoxazolo[5,4-d]pyrimidin-2-yl)phenol | HCID 136389866 | 83.2% |
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
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08748436B2 |
| Source dataset | uspto-grants-2014_06 |
| ORD ID | ord-868c79f9033848d090c71879b9b7408f |
| Source note | uspto-grants-2014_06 |