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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 14416Erstellt: 25. Oktober 2026

Water → 3-(Phenylethynyl)-5-(trifluoromethyl)pyridin-2-amine

https://huagongshe.com/reaction/14416

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktWaterHCID 962—
EduktPhenylacetyleneHCID 10821—
Edukt3-Bromo-5-(trifluoromethyl)pyridin-2-amineHCID 13064155—
KatalysatorCopper bromide (CuBr2)HCID 24611—
KatalysatorHCID 178418476HCID 178418476—
LösungsmittelTriethylamineHCID 8471—
Produkt3-(Phenylethynyl)-5-(trifluoromethyl)pyridin-2-amineHCID 23122794—

Reaktionsbedingungen

Temperatur60 °C

Reaktionsschritte

Under an atmosphere of argon, to a solution of 3-bromo-5-(trifluoromethyl)pyridin-2-amine (the compound described in Bio. Org. Med. Chem., 9, 1715 (1999)) (163 mg) in triethylamine (1.5 mL), ethynylbenzene (82 μL), bis(triphenylphosphine)palladium dichloride (43 mg) and copper bromide (14 mg) were added. The reaction mixture was stirred for overnight at 60° C. To the reaction mixture, water was added and extracted with ethyl acetate. The extract was washed with a saturated aqueous solution of sodium chloride, dried with anhydrous magnesium sulfate and concentrated. The obtained residue was purified by column chromatography on silica gel (hexane:ethyl acetate=5:1) to give the title compound (26 mg) having the following physical data.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07732442B2
Quelldatensatzuspto-grants-2010_06
ORD IDord-0dbb83c791174a899436c4d40bf3aa58
Quellennotizuspto-grants-2010_06