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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 391513Erstellt: 25. Oktober 2026

Triethylamine → HCID 24952433, Verbindung

https://huagongshe.com/reaction/391513

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktTriethylamineHCID 8471—
Edukt1-Ethynyl-2-fluorobenzeneHCID 643358—
Edukt(S)-5-bromo-N-[methyl(oxido)phenyl--sulfanylidene]nicotinamideHCID 86629466—
KatalysatorCopper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)HCID 24350—
KatalysatorHCID 178418476HCID 178418476—
LösungsmittelEthyl AcetateHCID 8857—
ProduktHCID 24952433HCID 2495243394%

Reaktionsschritte

A mixture of (S)-5-bromo-N-[methyl(oxo)phenyl-λ6-sulfanylidene]nicotinamide (105 mg, 0.31 mmol) and 1-ethynyl-2-fluorobenzene (75 mg, 0.62 mmol) in 2.0 mL EtOAc was degassed with argon at 70° C. Upon cooling to room temperature the reaction mixture was treated with triethylamine (0.16 mL, 1.1 mmol), dichlorobis(triphenylphosphine)palladium(II) (22 mg, 0.031 mmol) and copper(I) iodide (2 mg, 0.012 mmol). The reaction was heated at 70° C. for 20 hours then partitioned between EtOAc and H2O. The EtOAc layer was washed with acetic acid solution, saturated NaHCO3, brine, dried with anhydrous Na2SO4 and concentrated. The dark film obtained was purified by chromatography (silica gel, hexane/EtOAc) to give the title compound as a tan foam (110 mg, 94%).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08383825B2
Quelldatensatzuspto-grants-2013_02
ORD IDord-8004965daedf4431b13bed6fe6c84856
Quellennotizuspto-grants-2013_02