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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 58064Erstellt: 24. Oktober 2026

4-Bromo-6-(trifluoromethyl)-1H-indazole → methyl 3-fluoro-4-(6-(trifluoromethyl)-1H-indazol-4-yl)benzoate

https://huagongshe.com/de/reaction/58064

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
Edukt4-Bromo-6-(trifluoromethyl)-1H-indazoleHCID 24729232—
Edukt2-Fluoro-4-(methoxycarbonyl)benzeneboronic acidHCID 24824345—
KatalysatorBis(cyclopenta-1,4-dien-1-yl(diphenyl)phosphane);dichloropalladium;iron(2+)HCID 178418228—
Lösungsmittel1,4-DioxaneHCID 31275—
LösungsmittelSodium BicarbonateHCID 516892—
Produktmethyl 3-fluoro-4-(6-(trifluoromethyl)-1H-indazol-4-yl)benzoateHCID 89783142—

Reaktionsbedingungen

Temperatur140 °C

Reaktionsschritte

A vial was charged with a mixture of 4-bromo-6-(trifluoromethyl)-1H-indazole (0.402 g, 1.515 mmol), (2-fluoro-4-(methoxycarbonyl)phenyl)boronic acid (0.3 g, 1.515 mmol) and PdCl2(dppf) (0.055 g, 0.076 mmol) in dioxane (10 mL) and aqueous saturated NaHCO3 (3 mL). The resulting light yellow suspension was heated at 140° C. for 45 minutes in a microwave reactor. The reaction mixture was subsequently concentrated. The crude residue was diluted with EtOAc and washed with water, dried over Na2SO4, and the volatiles were removed via rotary evaporation to give the title compound, which was used without further purification (0.4 g, 78%). ESI-MS m/z [M+H]+ calc'd for C16H10F4N2O2, 339.1. found 339.1.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS09434743B2
Quelldatensatzuspto-grants-2016_09
ORD IDord-d3a1dd7dfe19445db35b6d513b26417e
Quellennotizuspto-grants-2016_09