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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 12743Erstellt: 24. Oktober 2026

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

https://huagongshe.com/de/reaction/12743

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktSodium CarbonateHCID 10340—
EduktTriphenylphosphineHCID 11776—
EduktIodopyrazineHCID 642841—
Edukt(2,4-Dimethoxypyrimidin-5-yl)boronic acidHCID 2736209—
Katalysatorpalladium(II) acetateHCID 167845—
Lösungsmittel1-PropanolHCID 1031—
Produkt2,4-Dimethoxy-5-pyrazin-2-yl-pyrimidineHCID 5899420645,4%

Reaktionsschritte

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).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07727988B2
Quelldatensatzuspto-grants-2010_06
ORD IDord-d9b136ad99c54c0f9e509de38773057c
Quellennotizuspto-grants-2010_06