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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 12722Erstellt: 24. Oktober 2026

Sodium Carbonate → 5-(2-Fluoro-5-methylpyridin-3-yl)-2,4-dimethoxy-pyrimidine

https://huagongshe.com/de/reaction/12722

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktSodium CarbonateHCID 10340—
EduktTriphenylphosphineHCID 11776—
Edukt(2,4-Dimethoxypyrimidin-5-yl)boronic acidHCID 2736209—
Edukt3-Bromo-2-fluoro-5-methylpyridineHCID 21816563—
Katalysatorpalladium(II) acetateHCID 167845—
Lösungsmittel1-PropanolHCID 1031—
Produkt5-(2-Fluoro-5-methylpyridin-3-yl)-2,4-dimethoxy-pyrimidineHCID 5899416933,4%

Reaktionsschritte

2,4-Dimethoxy-pyrimidine-5-boronic acid (842 mg, 4.60 mmol) was dissolved in degassed n-PrOH (55 ml) and then 2-fluoro-3-bromo-5-methylpyridine (800 mg, 4.21 mmol), Na2CO3 (1.46 g, 13.77 mmol), PPh3 (348 mg, 1.33 mmol) and Pd(OAc)2 (101 mg, 0.45 mmol) were added. The suspension was stirred at reflux for 2 hours. After cooling, the solvent was evaporated under vacuum and the crude was partitioned between water and ethyl acetate. The organic phase was dried (Na2SO4) and evaporated. The residue was triturated with Et2O to give 350 mg of the title compound as a gray powder (31% yield).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07727988B2
Quelldatensatzuspto-grants-2010_06
ORD IDord-12f4a5822159455fbcc84489de49ee47
Quellennotizuspto-grants-2010_06