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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 732955Erstellt: 24. Oktober 2026

Potassium Carbonate → HCID 57839072, Verbindung

https://huagongshe.com/de/reaction/732955

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktPotassium CarbonateHCID 11430—
Edukt(5-Chloro-2-methylphenyl)boronic acidHCID 2773336—
EduktHCID 57839061HCID 57839061—
KatalysatorHCID 178418397HCID 178418397—
LösungsmittelWaterHCID 962—
Lösungsmittel1,4-DioxaneHCID 31275—
ProduktHCID 57839072HCID 5783907288,7%

Reaktionsbedingungen

Temperatur85 °C

Reaktionsschritte

To a stirred solution of 4-chloro-2-phenylpyrimidine-5-carbaldehyde (50 mg, 0.23 mmol) and 4-chloro-o-toluene boronic acid (48 mg, 0.29 mmol) in dioxane (1 mL) and H2O (0.5 mL) was added Pd(PPh3)4 (26.5 mg, 0.02 mmol), K2CO3 (126.5 mg, 0.92 mmol). The reaction was heated to 85° C. for 6 hrs. After concentration under reduced pressure, the residue was diluted with EtOAc (10 mL) and the organic layer was washed with saturated NH4Cl solution (10 mL), and brine (10 mL), dried (MgSO4), filtered and concentrated under reduced pressure to give the crude product (70 mg). The crude product was purified by flash chromatography (silica gel, 20% EtOAc/hexane) to give 4-(4-chloro-2-methylphenyl)-2-phenylpyrimidine-5-carbaldehyde (63 mg, 75%) as a white solid.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07589088B2
Quelldatensatzuspto-grants-2009_09
ORD IDord-d8a06cc992f54305bf7417ba9ab58325
Quellennotizuspto-grants-2009_09