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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 923668Generated: October 31, 2026

Sodium Carbonate → 6-(Phenylethynyl)-5-(pyrimidin-5-yl)-[4,4'-bipyridin]-2-amine

https://huagongshe.com/reaction/923668

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium CarbonateHCID 10340—
Reactant(Pyrimidin-5-yl)boronic acidHCID 2795193—
Reactant5-Bromo-6-(phenylethynyl)-[4,4'-bipyridin]-2-amineHCID 117903210—
CatalystHCID 178418397HCID 178418397—
SolventAcetonitrileHCID 6342—
Product6-(Phenylethynyl)-5-(pyrimidin-5-yl)-[4,4'-bipyridin]-2-amineHCID 117915869—

Reaction Conditions

Temperature150 °C

Reaction Steps

Tetrakis(triphenylphosphine)palladium(0) (30 mg, 26 μmol) is added to a mixture of 5-bromo-6-(2-phenylethynyl)-4-(pyridin-4-yl)pyridin-2-amine G8 (90 mg, 0.26 mmol), pyrimidine-5-boronic acid (48 mg, 0.39 mmol), sodium carbonate (aqueous solution, 2 mol/l, 0.39 ml, 0.78 mmol) and ACN (2.4 ml) under nitrogen atmosphere at RT and is stirred at 150° C. for 1 h. The mixture is concentrated in vacuo and the product purified by NP chromatography. Yield: 72 mg (80%). HPLC-MS: M+H=350; tR=1.11 min (METHOD—5).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09278978B2
Source datasetuspto-grants-2016_03
ORD IDord-56b248afaa56431194db859811ef09d7
Source noteuspto-grants-2016_03