Zurück
HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 705031Erstellt: 26. Oktober 2026

Sodium Chloride → HCID 67513398, Verbindung

https://huagongshe.com/reaction/705031

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktSodium ChlorideHCID 5234—
EduktDiisopropylamineHCID 7912—
EduktTrimethylsilylacetyleneHCID 66111—
Edukt2-(6-Bromopyridin-2-yl)pyrimidineHCID 15881258—
KatalysatorCopper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)HCID 24350—
KatalysatorHCID 178479802HCID 178479802—
LösungsmittelTetrahydrofuranHCID 8028—
ProduktHCID 67513398HCID 67513398—

Reaktionsbedingungen

Temperatur50 °C

Reaktionsschritte

1.00 g (3.99 mmol) of 2-(6-bromopyridin-2-yl)pyrimidine, 45.5 mg (239 μmol) of copper(I) iodide and 670 μl (4.78 mmol) of N-isopropylpropane-2-amine were initially charged in 15 ml of tetrahydrofuran and degassed in an ultrasonic bath under argon. The reaction mixture was then heated to 50° C., 168 mg (239 mol) of dichloro[bis(triphenylphosphoranyl)]palladium were added and 1.70 ml (12.0 mmol) of ethynyl(trimethyl)silane were added dropwise over a period of one hour. The mixture was then stirred at 60° C. for a further two hours. For work-up, the mixture was added to semiconcentrated sodium chloride solution, the mixture was filtered through Celite and the aqueous phase was extracted repeatedly with ethyl acetate. The combined organic phases were dried over magnesium sulfate, filtered, concentrated and purified chromatographically. This gave 520 mg (51% of theory) of 2-{6-[(trimethylsilyl)ethynyl]pyridin-2-yl}pyrimidine.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS09173396B2
Quelldatensatzuspto-grants-2015_11
ORD IDord-1298a6f452cc400ca0b63f7166fb57a9
Quellennotizuspto-grants-2015_11