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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2416551Generated: November 3, 2026

Furan-3-boronic acid → HCID 22631052, compound

https://huagongshe.com/reaction/2416551

Reaction equation

Participants

RoleNameHCIDCharge
ReactantFuran-3-boronic acidHCID 2734358—
Reactant4-(Pyrimidin-2-yl)bromobenzeneHCID 22287544—
CatalystHCID 178418397HCID 178418397—
SolventEthanolHCID 702—
Solvent1,2-DimethoxyethaneHCID 8071—
SolventEthyl AcetateHCID 8857—
ProductHCID 22631052HCID 2263105265%

Reaction Steps

A suspension of 3-furanboronic acid (672 mg, 6 mmol) in 2M aq. Na3CO3 (10 mL, 20 mmol) and ethanol (8 mL) was added to a solution of 2-(4-bromo-phenyl)pyrimidine (1.30 g, 5.55 mmol, prepared as described in U.S. Pat. No. 5,780,473) and tetrakis(triphenylphosphine)palladium (693 mg, 0.60 mmol) in DME (30 mL). The reaction mixture was refluxed for 18 h, cooled to rt, diluted with ethyl acetate, washed with sat. aq. NaHCO3 and brine, dried with Na2SO4, and concentrated in vacuo. Purification by medium pressure liquid chromatography (SiO2, 3:1 hexanes/ethyl acetate) gave 793 mg (65%) of the title compound. MS 223 (M+H)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06825170B2
Source datasetuspto-grants-2004_11
ORD IDord-9d3177504f114a249187e7f26560dc7c
Source noteuspto-grants-2004_11