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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 512142Erstellt: 24. Oktober 2026

Potassium Fluoride → 5-Bromo-2-(trifluoromethyl)pyrimidine

https://huagongshe.com/de/reaction/512142

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktPotassium FluorideHCID 522689—
Edukt(Trifluoromethyl)trimethylsilaneHCID 552549—
Edukt5-Bromo-2-iodopyrimidineHCID 7006651—
KatalysatorCopper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)HCID 24350—
LösungsmittelDimethylformamideHCID 6228—
Produkt5-Bromo-2-(trifluoromethyl)pyrimidineHCID 3369796316,7%

Reaktionsschritte

A mixture of 5-bromo-2-iodo-pyrimidine (30 g, 0.11 mol), TMSCF3 (30 g, 0.21 mol), KF (9.2 g, 0.16 mol) and CuI (30 g, 0.16 mol) in DMF (300 mL) was stirred at room temperature overnight. The reaction mixture was quenched by NH3.H2O (600 mL) and extracted with EtOAc (500 mL×3). The organic layer was washed with brine, dried over Na2SO4 and concentrated. The residue was purified by column chromatography on silica gel (Petroleum ether) to give 5-bromo-2-trifluoromethyl-pyrimidine (4 g, yield: 16.7%). 1H NMR (CDCl3 400 Hz): δ8.90 (s, 2H).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS09102591B2
Quelldatensatzuspto-grants-2015_08
ORD IDord-a5e49ed79b414c7f9c2e3af28f397992
Quellennotizuspto-grants-2015_08