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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1268984Generated: November 1, 2026

Boron tribromide → HCID 10173091, compound

https://huagongshe.com/reaction/1268984

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBoron tribromideHCID 25134—
Reactant(5R)-3-[4-(3,6-Dihydro-1,1-dioxido-2H-thiopyran-4-yl)-3-fluorophenyl]-5-[(4-ethoxy-1H-1,2,3-triazol-1-yl)methyl]-2-oxazolidinoneHCID 10127293—
SolventDichloromethaneHCID 6344—
ProductHCID 10173091HCID 1017309160.8%

Reaction Conditions

Temperature0 °C

Reaction Steps

(5R)-3-[4-(1,1-Dioxo-3,6-dihydro-2H-thiopyran-4-yl)-3-fluorophenyl]-5-[4-ethoxy-1,2,3-triazol-1-ylmethyl]oxazolidin-2-one (Example 35) (390 mg, 0.89 mmol) was dissolved in dry dichloromethane (5 ml), cooled down to 0° C., boron tribromide was added via syringe, then the mixture was warmed up to 45° C. and stirred for 48 hours. It was quenched dropwise with water (10 ml) and was extracted with dichloromethane. The combined organic layer was concentrated under vacuum and the residue was purified by reverse phase chromatography with 5%–95% acetonitrile in water (containing 0.1% TFA) to give the title product (221 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07199143B2
Source datasetuspto-grants-2007_04
ORD IDord-0e86c7e8d7d246dea50c0a264535caaa
Source noteuspto-grants-2007_04