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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 12743Generated: October 25, 2026

Sodium Carbonate → 2,4-Dimethoxy-5-pyrazin-2-yl-pyrimidine

https://huagongshe.com/reaction/12743

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium CarbonateHCID 10340—
ReactantTriphenylphosphineHCID 11776—
ReactantIodopyrazineHCID 642841—
Reactant(2,4-Dimethoxypyrimidin-5-yl)boronic acidHCID 2736209—
Catalystpalladium(II) acetateHCID 167845—
Solvent1-PropanolHCID 1031—
Product2,4-Dimethoxy-5-pyrazin-2-yl-pyrimidineHCID 5899420645.4%

Reaction Steps

2,4-Dimethoxy-pyrimidine-5-boronic acid (1.33 g, 7.27 mmol) was dissolved in degassed n-PrOH (20 ml) and then 2-iodo-pyrazine (1.0 g, 4.85 mmol), Na2CO3 (1.02 g, 9.70 mmol), PPh3 (127 mg, 0.48 mmol) and Pd(OAc)2 (54 mg) were added. The suspension was stirred at reflux for 4 hours. The solvent was evaporated under vacuum and the crude was partitioned between water and DCM. The organic phase was dried (Na2SO4) and evaporated. The crude was purified by flash chromatography eluting with DCM-MeOH—NH4OH (99-1-0.1) to give 481 mg of the title compound (45% yield).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07727988B2
Source datasetuspto-grants-2010_06
ORD IDord-d9b136ad99c54c0f9e509de38773057c
Source noteuspto-grants-2010_06