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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 269569Generated: October 25, 2026

Potassium Carbonate → Ethyl 6-{5'-chloro-2'-[(phenylmethyl)oxy]-2-biphenylyl}2-pyridinecarboxylate

https://huagongshe.com/reaction/269569

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
ReactantEthyl 6-BromopicolinateHCID 2758810—
Reactant{5'-Chloro-2'-[(phenylmethyl)oxy]-2-biphenylyl}boronic acidHCID 69312320—
CatalystHCID 178418397HCID 178418397—
SolventToluene ethanolHCID 21863594—
ProductEthyl 6-{5'-chloro-2'-[(phenylmethyl)oxy]-2-biphenylyl}2-pyridinecarboxylateHCID 5873098683.4%

Reaction Conditions

Temperature90 °C

Reaction Steps

A mixture of {5′-chloro-2′-[(phenylmethyl)oxy]-2-biphenylyl}boronic acid (1.32 g, 3.9 mmol), ethyl 6-bromopicolinate (851 mg, 3.7 mmol), potassium carbonate (2.76 g, 20 mmol) and tetrakis(triphenylphosphine)palladium(0) (232 mg, 0.2 mmol) in 1:1 toluene/ethanol (25 ml) was stirred and heated at 90° C. under nitrogen for 1.5 hours. After cooling and dilution with diethyl ether/water the organic phase was separated, dried (magnesium sulphate) and evaporated. The residue was chromatographed on silica eluting with ethyl acetate/iso-hexane (3:17) to give 1.37 g of white solid. LC/MS t=3.76, [MH+] 444.3

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07446222B2
Source datasetuspto-grants-2008_11
ORD IDord-49b07c40d36c476eb5b4ef4f59ccdffb
Source noteuspto-grants-2008_11