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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 2201140Erstellt: 24. Oktober 2026

Ethyl Acetate → (R)-2-(6-chloro-5-cyano-3-fluoropyridin-2-ylamino)butanamide

https://huagongshe.com/de/reaction/2201140

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktEthyl AcetateHCID 8857—
EduktDiisopropylethylamineHCID 81531—
Edukt2,6-Dichloro-5-fluoro-3-pyridinecarbonitrileHCID 2733849—
Edukt(2R)-2-aminobutanamide hydrochlorideHCID 16218339—
LösungsmittelN-methyl-2-pyrrolidoneHCID 13387—
Produkt(R)-2-(6-chloro-5-cyano-3-fluoropyridin-2-ylamino)butanamideHCID 8666616098,2%

Reaktionsschritte

To the mixture of (R)-(−)-2-aminobutanamide hydrochloride (1.00 g, 7.2 mmol) and 2,6-dichloro-5-fluoro-3-pyridinecarbonitrile (0.92 g, 4.8 mmol) in 40 mL NMP added DIEA (2.5 mL, 14.4 mmol). The mixture was then sent to 100° C. for stirring for 1 h. The mixture was cooled to RT, and to it was poured 300 mL EtOAc. The mixture was washed with brine four times. The organic phase was dried, concentrated and purified using silica flash column (70% EtOAc-30% DCM) to isolate (R)-2-(6-chloro-5-cyano-3-fluoropyridin-2-ylamino)butanamide (1.21 g, 98% yield).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS09359375B2
Quelldatensatzuspto-grants-2016_06
ORD IDord-3e3999361bb6441db89323c44ede302c
Quellennotizuspto-grants-2016_06