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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 977600Erstellt: 24. Oktober 2026

2,6-Dibromopyridine → HCID 19966486, Verbindung

https://huagongshe.com/de/reaction/977600

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
Edukt2,6-DibromopyridineHCID 12274—
Edukt3-Ethynylbenzoic acid methyl esterHCID 11275159—
KatalysatorCopper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)HCID 24350—
KatalysatorHCID 178418476HCID 178418476—
LösungsmittelTriethylamineHCID 8471—
ProduktHCID 19966486HCID 1996648623,8%

Reaktionsschritte

A solution of 15.1 g of 2,6-dibromopyridine in 500 ml of triethylamine is mixed under ice cooling with 10.2 g of 3-ethinylbenzoic acid methyl ester, 1.1 g of bis-(triphenylphosphine)-palladium(II) chloride and 150 mg of copper(I) iodide and the mixture is stirred for 1 hour. Then, the ice bath is removed and it is stirred for 48 hours at room temperature. The precipitate is filtered off, the filtrate is evaporated to dryness, mixed with water and shaken out with ethyl acetate. The organic phase is dried on sodium sulfate, concentrated by evaporation and the residue is chromatographed on silica gel with hexane/0-12% ethyl acetate. 4.8 g of 2-bromo-6-[2-(3-methoxycarbonyiphenyl)-ethinyl]-pyridine of melting point 12°-126° C. is obtained.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS05614634
Quelldatensatzuspto-grants-1997_03
ORD IDord-4bb28497933843ff97b13aab94eb29fe
Quellennotizuspto-grants-1997_03