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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 410296Erstellt: 26. Oktober 2026

2-Cyclopenten-1-one → 3-(2-(4-(1H-Benzo[D]imidazole-2-carbonyl)phenoxy)pyridin-3-YL)cyclopent-2-enone

https://huagongshe.com/reaction/410296

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
Edukt2-Cyclopenten-1-oneHCID 13588—
Edukt(1H-benzo[d]imidazol-2-yl)(4-(3-bromopyridin-2-yloxy)phenyl)methanoneHCID 59326957—
KatalysatorHCID 178418851HCID 178418851—
Lösungsmittel1,4-DioxaneHCID 31275—
Produkt3-(2-(4-(1H-Benzo[D]imidazole-2-carbonyl)phenoxy)pyridin-3-YL)cyclopent-2-enoneHCID 46214872—

Reaktionsbedingungen

Temperatur105 °C

Reaktionsschritte

A suspension of (1H-benzo[d]imidazol-2-yl)(4-(3-bromopyridin-2-yloxy)phenyl)methanone (500 mg, 1.268 mmol), 2-cyclopenten-1-one (0.410 mL, 5.07 mmol), 105° C. and bis(tri-tert-butylphosphine)palladium (0) (64.8 mg, 0.127 mmol) in Dioxane (4 mL) was capped, degassed and backfilled with argon. The reaction was heated at 105° C. After 6 h, the reaction was cooled to 23° C., concentrated in vacuo and purified by silica gel chromatography (eluant: 40-100% EtOAc/hexane), affording the product as a yellow solid. MS (ESI, pos. ion) m/z: 396.1 (M+1). IC50 (uM) +++++.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08759532B2
Quelldatensatzuspto-grants-2014_06
ORD IDord-ec75562d7dc1418992e9f992e958c4f9
Quellennotizuspto-grants-2014_06