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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 592155Erstellt: 23. Oktober 2026

Dimethylformamide → Tert-butyl 2-(3-cyano-4-(2-methylpyridin-4-yl)phenyl)acetate

https://huagongshe.com/de/reaction/592155

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktDimethylformamideHCID 6228—
Edukt2-Methyl-4-(tributylstannyl)pyridineHCID 21660574—
EduktTert-butyl 2-(4-chloro-3-cyanophenyl)acetateHCID 58447897—
KatalysatorHCID 178418397HCID 178418397—
LösungsmittelEthyl AcetateHCID 8857—
ProduktTert-butyl 2-(3-cyano-4-(2-methylpyridin-4-yl)phenyl)acetateHCID 58447938—

Reaktionsbedingungen

Temperatur120 °C

Reaktionsschritte

A mixture of tert-butyl 2-(4-chloro-3-cyanophenyl)acetate 111-7 (572 mg, 2.28 mmol), 2-methyl-4-(tributylstannyl)pyridine 111-8 (870 mg, 2.28 mmol) and Pd(PPh3)4 (220 mg, 0.2 mmol) and DMF (9 mL) was stirred at 120° C. for 10 hours under argon. After cooling to room temperature, the mixture was diluted with ethyl acetate, washed with saturated aqueous Na2S2O3 solution, water and brine, dried over Na2SO4, and concentrated to dryness by rotary evaporation. The crude was purified by silica gel flash chromatography, eluted with 5% methanol in dichloromethane to give tert-butyl 2-(3-cyano-4-(2-methylpyridin-4-yl)phenyl)acetate 111-9 as a yellow oil. MS m/z 309.2 (M+1).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS09238646B2
Quelldatensatzuspto-grants-2016_01
ORD IDord-2cab6c97868a4e3b91a2c368f2fa615c
Quellennotizuspto-grants-2016_01