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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 406537Generated: October 30, 2026

Potassium Fluoride → HCID 86665195, compound

https://huagongshe.com/reaction/406537

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium FluorideHCID 522689—
Reactant(2-Fluoro-3-methylphenyl)boronic acidHCID 16414173—
ReactantHCID 86665194HCID 86665194—
CatalystBis(tri-tert-butylphosphine)palladium(0)HCID 2734558—
SolventTetrahydrofuranHCID 8028—
ProductHCID 86665195HCID 86665195—

Reaction Conditions

Temperature66 °C

Reaction Steps

A deoxygenated mixture of 5-bromo-6-methyl-3-nitro-1-(2,2,2-trifluoroethyl)pyridin-2(1H)-one (2.00 g, 6.35 mmol), (2-fluoro-3-methylphenyl)boronic acid (1.95 g, 12.7 mmol), potassium fluoride (2.43 g, 41.9 mmol), and bis(tri-tert-butylphosphine) palladium(0) (0.333 g, 0.652 mmol) in THF (32 mL) was heated at 66° C. for 30 min. The reaction mixture was allowed to cool to 23° C., then partitioned between water (200 mL) and ethyl acetate (200 mL). The organic layer was washed with brine, dried over sodium sulfate and concentrated. The residue was purified by flash column chromatography on silica gel, eluting with hexane initially, grading to 50% EtOAc in hexanes to give the title compound. MS: m/z=345.1 (M+1).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08754096B2
Source datasetuspto-grants-2014_06
ORD IDord-8b72ba18cda5400086b9f8dffb933a82
Source noteuspto-grants-2014_06