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HRID 887731Erstellt: 26. Oktober 2026

Triethylamine → 2-[2-(3-chloro-pyridin-2-yl)-5-trifluoromethyl-2H-pyrazol-3-yl]-pyrido[2,3-d][1,3]oxazin-4-one

https://huagongshe.com/reaction/887731

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktTriethylamineHCID 8471—
EduktMethanesulfonyl chlorideHCID 31297—
Edukt2-Aminonicotinic acidHCID 72930—
Edukt1-(3-chloro-2-pyridinyl)-3-(trifluoromethyl)-1H-pyrazole-5-carbonyl ChlorideHCID 18446928—
LösungsmittelAcetonitrileHCID 6342—
Produkt2-[2-(3-chloro-pyridin-2-yl)-5-trifluoromethyl-2H-pyrazol-3-yl]-pyrido[2,3-d][1,3]oxazin-4-oneHCID 5935555465%

Reaktionsschritte

5-Trifluoromethyl-2-(3-chloro-pyridin-2-yl)-2H-pyrazole-3-carboxylic acid chloride (example 2, step 3) (800 mg) was added to a mixture of 2-aminonicotinic acid (356 mg) in acetonitrile (20 mL). The mixture was stirred for 10 minutes at room temperature and triethylamine (360 μL) was added and stirred for 15 minutes, before a second portion of triethylamine (720 μL) was added. After the mixture was stirred for further 15 minutes at room temperature, methanesulfonyl chloride (220 μL) was added. After stirring for 1.5 hours at room temperature, the reaction was quenched with water and extracted 2× with ethyl acetate, washed with brine, dried over MgSO4 and concentrated in vacuum. The residue was purified by column chromatography (silica 60, chloroform/ethyl acetate=1:1, Rf=0.40) to afford 660 mg of the title compound of the formula

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08247431B2
Quelldatensatzuspto-grants-2012_08
ORD IDord-c3e27e5f4bed4622a4d935d5c5ba3b28
Quellennotizuspto-grants-2012_08