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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 580821Erstellt: 24. Oktober 2026

2,3-Dibromothiophene → 3-Bromo-2-(2-fluoropyridin-3-yl)thiophene

https://huagongshe.com/de/reaction/580821

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
Edukt2,3-DibromothiopheneHCID 76590—
EduktTetrabutylammonium FluorideHCID 2724141—
Edukt2-Fluoro-3-(tributylstannyl)pyridineHCID 11090319—
KatalysatorHCID 178418476HCID 178418476—
LösungsmittelEthyl AcetateHCID 8857—
LösungsmittelN-methyl-2-pyrrolidoneHCID 13387—
Produkt3-Bromo-2-(2-fluoropyridin-3-yl)thiopheneHCID 1540856840,7%

Reaktionsbedingungen

Temperatur75 °C

Reaktionsschritte

A mixture of 2,3-dibromothiophene (2.86 g), 2-fluoro-3-tributylstannylpyridine (3.93 g), Pd(Ph3P)2Cl2 (0.153 g) in N-methylpyrrolidinone (25 mL) was heated at 75° C. under argon for 3.5 hours. Tetrabutylammonium fluoride (1M in tetrahydrofuran, 10 mL) was added and the mixture was stirred for 3 hours. The mixture was diluted with ethyl acetate, washed with water, dried, filtered and evaporated. Chromatography of the residue over silica gel gave 3-bromo-2-(2-fluoropyridin-3-yl)thiophene (1.07 g) as an oil.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS05919779
Quelldatensatzuspto-grants-1999_07
ORD IDord-74d82bbcf3e24e00a96e5df58432d02b
Quellennotizuspto-grants-1999_07