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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 12726Erstellt: 24. Oktober 2026

Sodium Carbonate → 3-(2,4-Dimethoxy-pyrimidin-5-yl)-pyridine-2-carbonitrile

https://huagongshe.com/de/reaction/12726

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktSodium CarbonateHCID 10340—
EduktTriphenylphosphineHCID 11776—
Edukt3-Bromopyridine-2-carbonitrileHCID 817694—
Edukt(2,4-Dimethoxypyrimidin-5-yl)boronic acidHCID 2736209—
Katalysatorpalladium(II) acetateHCID 167845—
Lösungsmittel1-PropanolHCID 1031—
Produkt3-(2,4-Dimethoxy-pyrimidin-5-yl)-pyridine-2-carbonitrileHCID 5899423279,5%

Reaktionsschritte

2,4-Dimethoxy-pyrimidine-5-boronic acid (1 g, 5.46 mmol) was dissolved in degassed n-PrOH (30 ml) and then 2-cyano-3-bromopyridine (950 mg, 5.19 mmol), Na2CO3 (1.65 g, 15.56 mmol), PPh3 (393 mg, 1.5 mmol) and Pd(OAc)2 (114 mg, 0.51 mmol) were added. The suspension was stirred at reflux for 3 hours. After cooling, the solvent was evaporated under vacuum and the crude was partitioned between water and ethyl acetate. The organic phase washed with brine, dried (Na2SO4) and evaporated. The residue was triturated with iPrOH to give 1 g of the title compound as a white powder (76% yield).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07727988B2
Quelldatensatzuspto-grants-2010_06
ORD IDord-479b3529179947c7ae9108e5afb47566
Quellennotizuspto-grants-2010_06