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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 12687Erstellt: 27. Oktober 2026

Sodium Carbonate → 2,4-Dimethoxy-5-(6-methyl-pyridin-3-yl)-pyrimidine

https://huagongshe.com/reaction/12687

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktSodium CarbonateHCID 10340—
EduktTriphenylphosphineHCID 11776—
Edukt5-Bromo-2-methylpyridineHCID 1201020—
Edukt(2,4-Dimethoxypyrimidin-5-yl)boronic acidHCID 2736209—
Katalysatorpalladium(II) acetateHCID 167845—
Lösungsmittel1-PropanolHCID 1031—
Produkt2,4-Dimethoxy-5-(6-methyl-pyridin-3-yl)-pyrimidineHCID 5899416762%

Reaktionsschritte

2,4-Dimethoxy-pyrimidine-5-boronic acid (commercially available from Aldrich, 830 mg, 4.5 mmol) was dissolved in degassed n-PrOH (10 mL) and then 3-bromo-6-methylpyridine (600 mg, 3.5 mmol), Na2CO3 (956 mg, 9 mmol), PPh3 (90 mg, 0.35 mmol) and Pd(OAc)2 (78 mg, 0.35 mmol) were added. The suspension was stirred at reflux for 1.5 hours. 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 crude was purified by SCX cartridge washing with MeOH and then collecting the product with MeOH—NH4OH (95-5) to give 500 mg of the title compound (62% yield).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07727988B2
Quelldatensatzuspto-grants-2010_06
ORD IDord-467f17a6508d4a118f67db9676324ab1
Quellennotizuspto-grants-2010_06