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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 570188Erstellt: 26. Oktober 2026

Selectfluor → 5-tert-Butyl-4-fluoro-2-methyl-2H-pyrazole-3-carboxylic acid ethyl ester

https://huagongshe.com/reaction/570188

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktSelectfluorHCID 2724933—
Eduktethyl 3-(tert-butyl)-1-methyl-1H-pyrazole-5-carboxylateHCID 2799344—
LösungsmittelAcetonitrileHCID 6342—
LösungsmittelEthyl AcetateHCID 8857—
Produkt5-tert-Butyl-4-fluoro-2-methyl-2H-pyrazole-3-carboxylic acid ethyl esterHCID 67413334—

Reaktionsbedingungen

Temperatur80 °C

Reaktionsschritte

5-tert-Butyl-2-methyl-2H-pyrazole-3-carboxylic acid ethyl ester (210 mg, 1.00 mmol) was added dropwise to a stirred solution of SELECTFLUOR® (531 mg, 1.50 mmol) in anhydrous acetonitrile (4 mL) under an Ar atmosphere. The resulting mixture was then stirred at 80° C. for 12 h, then cooled to room temperature, diluted with EtOAc (2 mL), and filtered. The solvent was removed under reduced pressure and the resulting residue was chromatographed on a 24-g SiO2 pre-packed column eluting with 0:1-1:4 EtOAc/hexanes to yield 5-tert-Butyl-4-fluoro-2-methyl-2H-pyrazole-3-carboxylic acid ethyl ester. 1H-NMR H-NMR (400 MHz, CDCl3) δ: 4.37 (q, J=7.2 Hz, 2H), 4.03 (d, J=1.0 Hz, 3H), 1.39 (t, J=7.1 Hz, 3H), 1.34 (s, 9H).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS09023846B2
Quelldatensatzuspto-grants-2015_05
ORD IDord-9cc8eb99829f4846a1aa9318e1fa345f
Quellennotizuspto-grants-2015_05