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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 33471Erstellt: 24. Oktober 2026

Sodium Carbonate → 5-phenyl-N-(2-(piperidin-1-yl)phenyl)furan-2-carboxamide

https://huagongshe.com/de/reaction/33471

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktSodium CarbonateHCID 10340—
EduktPhenylboronic AcidHCID 66827—
Edukt5-bromo-N-(2-piperidin-1-ylphenyl)furan-2-carboxamideHCID 889132—
KatalysatorPalladium ChlorideHCID 24290—
KatalysatorFerrocene-1,1'-bis-(diphenylphosphine)HCID 635956—
LösungsmittelOxolane--water (1/1)HCID 21881883—
Produkt5-phenyl-N-(2-(piperidin-1-yl)phenyl)furan-2-carboxamideHCID 4444458575%

Reaktionsbedingungen

Temperatur80 °C

Reaktionsschritte

5-Bromo-furan-2-carboxylic acid (2-piperidin-1-yl-phenyl)-amide (1.0 mmol), phenylboronic acid (1.2 mmol), 1,1′-bis(diphenylphosphino)ferrocene]dichloropalladium (II) [“Pd(dppf)2Cl2”] (Aldrich) (0.05 mmol) and Na2CO3 (3.0 mmol) were dissolved in a solution of THF/H2O (4:1, 5 mL; saturated with argon) and heated to 80° C. for 5 h. After cooling to room temperature, the mixture was concentrated under reduced pressure and the resulting residue was purified by silica gel chromatography to afford the pure product. Yield: 75%. MS: 347 (M+1). 1H NMR (CDCl3, 300 MHz): δ 9.90 (br s, 1H), 8.50 (d, 1H), 7.82 (d, 2H), 7.50-7.28 (m, 4H), 7.24-7.05 (m, 3H), 6.82 (d, 1H), 3.00-2.80 (m, 4H), 1.95-1.80 (m, 4H), 1.75-1.60 (m, 2H).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07429603B2
Quelldatensatzuspto-grants-2008_09
ORD IDord-e5bc71c734be4107ac09c9ea0e3c725e
Quellennotizuspto-grants-2008_09