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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 338416Erstellt: 24. Oktober 2026

Potassium Carbonate → HCID 86698752, Verbindung

https://huagongshe.com/de/reaction/338416

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktPotassium CarbonateHCID 11430—
Edukt3-(4-Bromophenyl)propan-1-olHCID 10560614—
Edukt6-chloro-5-(5,5-dimethyl-1,3,2-dioxaborinan-2-yl)-1H-indoleHCID 86698733—
KatalysatorBis(cyclopenta-1,4-dien-1-yl(diphenyl)phosphane);dichloropalladium;iron(2+)HCID 178418228—
LösungsmittelDimethylformamideHCID 6228—
Lösungsmittel1,4-DioxaneHCID 31275—
ProduktHCID 86698752HCID 8669875233,6%

Reaktionsschritte

To a solution of 6-chloro-5-(5,5-dimethyl-1,3,2-dioxaborinan-2-yl)-1H-indole (100 mg, 0.379 mmol) in dioxane (2 mL) and DMF (0.1 mL) was added N,N-dimethylformiminium chloride (180 mg, 0.36 mmol). The resulting mixture was stirred at room temperature for 20 min. The reaction was quenched with 2.0N potassium carbonate (1.5 mL, 3.0 mmol), then 3-(4-bromophenyl)propan-1-ol (81.5 mg, 0.379 mmol) and Pd(dppf)Cl2 (28 mg, 0.037 mmol) were added, then heated to 90° C. for 30 min. The reaction mixture was extracted with EtOAc (3 mL×3), combined the organic layers and concentrated in vacuo to afford the title compound (40 mg, 27% yield) after purification via preparative TLC.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08889730B2
Quelldatensatzuspto-grants-2014_11
ORD IDord-023be1fe6e624196b641c492c0d3796f
Quellennotizuspto-grants-2014_11