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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 2175166Erstellt: 25. Oktober 2026

Diisopropylethylamine → (R)-3-(6-Methyl-3-nitro-pyridin-2-ylamino)-3-phenyl-propionic acid ethyl ester

https://huagongshe.com/reaction/2175166

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktDiisopropylethylamineHCID 81531—
Edukt2-Chloro-6-methyl-3-nitropyridineHCID 1268230—
Eduktethyl (3R)-3-amino-3-phenylpropanoate hydrochlorideHCID 2734508—
LösungsmittelDimethylformamideHCID 6228—
LösungsmittelEthyl AcetateHCID 8857—
Produkt(R)-3-(6-Methyl-3-nitro-pyridin-2-ylamino)-3-phenyl-propionic acid ethyl esterHCID 58497430104,2%

Reaktionsbedingungen

Temperatur70 °C

Reaktionsschritte

To a solution of 2-chloro-3-nitro-6-picoline (200 mg, 1.16 mmol) in DMF (3 mL) were added (R)-3-amino-3-phenylpropanoic acid ethyl ester hydrochloride (319 mg, 1.39 mmol) and DIPEA (0.5 mL, 2.90 mmol). The reaction mixture was stirred at 70° C. for 12 hours. The reaction mixture was then diluted with ethyl acetate and washed with water (×4). The organic phase was then dried over Na2SO4 and concentrated to afford 398 mg (100%) of the title compound as orange oil. The resulting residue was used for the next reaction without further purification. LCMS, M++1, m/z: 330.29.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS09062056B2
Quelldatensatzuspto-grants-2015_06
ORD IDord-3b7af614c1f34a50a70beb1352e3744e
Quellennotizuspto-grants-2015_06