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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 920944Generated: October 31, 2026

Sodium Carbonate → HCID 86683158, compound

https://huagongshe.com/reaction/920944

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium CarbonateHCID 10340—
ReactantSodium BicarbonateHCID 516892—
Reactant(Pyridin-4-yl)boronic acidHCID 2734379—
ReactantHCID 86683159HCID 86683159—
SolventEthanolHCID 702—
SolventWaterHCID 962—
SolventTolueneHCID 1140—
SolventEthyl AcetateHCID 8857—
SolventDichloromethane methanolHCID 21226129—
ProductHCID 86683158HCID 86683158—

Reaction Conditions

Temperature130 °C

Reaction Steps

A reaction tube was charged with a solution of 4-chloropyrido[3,2-d]pyridazin-5(6H)-one (0.354 mmol) in 1 mL of ethanol and 1 mL of toluene under argon. To this suspension, a 2M solution of Na2CO3 (0.531 mmol) and pyridin-4-ylboronic acid (0.354 mmol) were added. Then, tetrakis(triphenylphoshine)palladium (0.035 mmol) was added. The reaction mixture was heated in a CEM microwave at about 130° C. for about 20 min. The reaction was monitored by TLC (DCM/methanol=9:1). After completion of the reaction, EA was added followed by the addition of water. The organic layer was basified with NaHCO3. The organic layers were dried over MgSO4, filtered, and concentrated under reduced pressure. The crude product was purified by column chromatography (25.2%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09273068B2
Source datasetuspto-grants-2016_03
ORD IDord-6640c778e56c41d28c04b8895667a809
Source noteuspto-grants-2016_03