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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 12683Erstellt: 24. Oktober 2026

Sodium Carbonate → 2,4-Dimethoxy-5-o-tolyl-pyrimidine

https://huagongshe.com/de/reaction/12683

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktSodium CarbonateHCID 10340—
EduktTriphenylphosphineHCID 11776—
Edukt5-Iodo-2,4-dimethoxypyrimidineHCID 263416—
Edukt2-Methylphenyl boronic acidHCID 2733267—
Katalysatorpalladium(II) acetateHCID 167845—
Lösungsmittel1-PropanolHCID 1031—
Produkt2,4-Dimethoxy-5-o-tolyl-pyrimidineHCID 3982638646,3%

Reaktionsschritte

5-Iodo-2,4-dimethoxy-pyrimidine (1 g, 3.75 mmol) was dissolved in degassed n-PrOH (25 mL) and then 2-methylphenyl boronic acid (766 mg, 3.8 mmol), Na2CO3 (865 mg, 8.16 mmol), PPh3 (215 mg, 0.8 mmol) and Pd(OAc)2 (50 mg, 5.67 mmol) were added. The suspension was stirred at reflux for 3 hours. The solvent was evaporated and the crude was partitioned between water and DCM. The organic phase was dried (Na2SO4) and evaporated. The crude was purified by flash chromatography with ethyl acetate-petroleum ether (1-9) to give 400 mg of the title compound (46% yield).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07727988B2
Quelldatensatzuspto-grants-2010_06
ORD IDord-9a8cf9b2892e4ae19622ca043b60c59e
Quellennotizuspto-grants-2010_06