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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 12660Erstellt: 25. Oktober 2026

Sodium Carbonate → 2,4-Ditert-butoxy-5-(3-methyl-2-thienyl)pyrimidine

https://huagongshe.com/reaction/12660

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktSodium CarbonateHCID 10340—
EduktTriphenylphosphineHCID 11776—
Edukt2-Bromo-3-methylthiopheneHCID 84314—
Edukt(2,4-Di-tert-butoxypyrimidin-5-yl)boronic acidHCID 2735950—
Katalysatorpalladium(II) acetateHCID 167845—
Lösungsmittel1-PropanolHCID 1031—
Produkt2,4-Ditert-butoxy-5-(3-methyl-2-thienyl)pyrimidineHCID 445861332%

Reaktionsschritte

2,4-Di-tert-butoxy-pyrimidine-5-boronic acid (500 mg, 1.75 mmol) was dissolved in n-PrOH (5 mL) and then 2-bromo-3-methylthiophene (236 μl, 2.1 mmol), Na2CO3 (556 mg, 5.25 mmol), PPh3 (133 mg, 0.52 mmol) and Pd(OAc)2 (40 mg, 0.17 mmol) were added. The suspension was stirred at reflux for 2.5 hours. The solvent was evaporated and the crude was dissolved in water and extracted with Et2O. The organic phase was dried (Na2SO4) and evaporated. The crude was purified by flash chromatography with ethyl acetate-petroleum ether (1-99) to give 170 mg of the title compound as a white solid (32% yield).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07727988B2
Quelldatensatzuspto-grants-2010_06
ORD IDord-6a27ead10db740a4ac7fefbba65f9c12
Quellennotizuspto-grants-2010_06