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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1514407Generated: October 27, 2026

Sodium Carbonate → HCID 59242786, compound

https://huagongshe.com/reaction/1514407

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium CarbonateHCID 10340—
ReactantTriphenylphosphineHCID 11776—
Reactant3-Pyridinylboronic acidHCID 2734378—
Reactant4-Chloro-5-methyl-2-(methylthio)pyrimidineHCID 23562708—
Catalystpalladium(II) acetateHCID 167845—
Solvent1-PropanolHCID 1031—
ProductHCID 59242786HCID 5924278683%

Reaction Steps

A mixture of 4-chloro-5-methyl-2-methylsulfanyl-pyrimidine (1.24 g, 7.1 mmol), pyridine-3-boroni acid (1.04 g, 8.46 mmol), Na2CO3 (863 mg, 7.76 mmol), PPh3 (186 mg, 0.71 mmol) and Pd(OAc)2 (40 mg) in n-PrOH (50 ml) was refluxed for 2 hours. The solvent was then evaporated under vacuum and the crude was partitioned between water and ethyl acetate. The organic phase was dried (Na2SO4) and evaporated. The crude was purified by flash chromatography with ethyl acetate-petroleum ether (1-1) to afford 1.28 g of the title compound as a white solid (83% yield)

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08222266B2
Source datasetuspto-grants-2012_07
ORD IDord-0a5c9c88d09640389617b25114ba2b8b
Source noteuspto-grants-2012_07