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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 269587Generated: October 26, 2026

Potassium Carbonate → Ethyl 5-{2'-[(phenylmethyl)oxy]-2-biphenylyl}-3-pyridinecarboxylate

https://huagongshe.com/reaction/269587

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
ReactantEthyl 5-bromopyridine-3-carboxylateHCID 140785—
Reactant2'-Benzyloxy-biphenyl-2-boronic acidHCID 58730990—
CatalystHCID 178418397HCID 178418397—
SolventDiethylether waterHCID 21584184—
ProductEthyl 5-{2'-[(phenylmethyl)oxy]-2-biphenylyl}-3-pyridinecarboxylateHCID 5873099480.6%

Reaction Conditions

Temperature90 °C

Reaction Steps

A mixture of ethyl 5-bromonicotinate (46 mg, 0.2 mmol), {2′-[(phenylmethyl)oxy]-2-biphenylyl}boronic acid (61 mg, 0.2 mmol), potassium carbonate (221 mg, 1.6 mmol) and tetrakis(triphenylphosphine)palladium(0) (23 mg, 0.02 mmol) was stirred and heated at 90° C. under nitrogen for 2 hours. After cooling the mixture was diluted with ether/water and the organic phase dried (magnesium sulphate), evaporated and chromatographed on silica eluting with ethyl acetate/iso-hexane (1:5) to give 66 mg of colourless gum.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07446222B2
Source datasetuspto-grants-2008_11
ORD IDord-42d232ef5de84170bcdcc8a7f6ebcff4
Source noteuspto-grants-2008_11