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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 12681Generated: October 26, 2026

Sodium Carbonate → 2,4-Dimethoxy-5-(6-methyl-pyridin-2-yl)-pyrimidine

https://huagongshe.com/reaction/12681

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium CarbonateHCID 10340—
ReactantTriphenylphosphineHCID 11776—
Reactant2-Bromo-6-methylpyridineHCID 79205—
Reactant(2,4-Dimethoxypyrimidin-5-yl)boronic acidHCID 2736209—
Catalystpalladium(II) acetateHCID 167845—
Solvent1-PropanolHCID 1031—
Product2,4-Dimethoxy-5-(6-methyl-pyridin-2-yl)-pyrimidineHCID 5899416247.7%

Reaction Steps

2,4-Di-methoxy-pyrimidine-5-boronic acid (500 mg, 2.72 mmol) was dissolved in degassed n-PrOH (40 mL) and then 2-bromo-6-methylpyridine (660 mg, 3.8 mmol), Na2CO3 (865 mg, 8.16 mmol), PPh3 (215 mg, 0.8 mmol) and Pd(OAc)2 (50 mg, 0.22 mmol) were added. The suspension was stirred at reflux for 4 hours. The solvent was evaporated and the crude was partitioned between water and Et2O. The organic phase was dried (Na2SO4) and evaporated. The crude was purified by flash chromatography with ethyl acetate-petroleum ether (2-8) to give 300 mg of the title compound (47% yield).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07727988B2
Source datasetuspto-grants-2010_06
ORD IDord-aee16765237f4c5d918624d6c4d3c6ad
Source noteuspto-grants-2010_06