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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 734336Erstellt: 25. Oktober 2026

Ammonia → 5-Bromo-2-(trifluoromethyl)pyrimidine

https://huagongshe.com/reaction/734336

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktAmmoniaHCID 222—
EduktPotassium FluorideHCID 522689—
Edukt(Trifluoromethyl)trimethylsilaneHCID 552549—
Edukt5-Bromo-2-iodopyrimidineHCID 7006651—
LösungsmittelDimethylformamideHCID 6228—
LösungsmittelN-methyl-2-pyrrolidoneHCID 13387—
Produkt5-Bromo-2-(trifluoromethyl)pyrimidineHCID 33697963—

Reaktionsschritte

A mixture of potassium fluoride (1.77 g) and cuprous iodide (5.79 g) was stirred and heated together using a heat gun under vacuum (˜1 mm) for 20 min. After cooling, dimethyl formamide (20 ml) and N-methyl pyrrolidinone (20 ml) were added followed by (trifluoromethyl)trimethylsilane (4.1 ml) and 5-bromo-2-iodopyrimidine (6.5 g). The mixture was stirred at rt for 5 h and then the brown solution was poured into 6N ammonia solution. The product was extracted into ethyl acetate and the extracts were washed with sodium bicarbonate solution and brine and then dried (Na2SO4) and evaporated. Chromatography on silica gel (elution with 20-50% dichloromethane in pentane) gave the title compound (D30) as a white solid (2.4 g). 1H NMR (CDCl3): 8.97 (2H, s).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07592347B2
Quelldatensatzuspto-grants-2009_09
ORD IDord-8a3c2b0fa54640a5b372585a9998c897
Quellennotizuspto-grants-2009_09