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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 2364663Erstellt: 25. Oktober 2026

Sodium Bicarbonate → (R)-Methyl 2-((2-chloro-5-nitropyrimidin-4-yl)(cyclopentyl)amino)butanoate

https://huagongshe.com/reaction/2364663

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktSodium BicarbonateHCID 516892—
Edukt2,4-Dichloro-5-nitropyrimidineHCID 521266—
Edukt(R)-Methyl 2-(cyclopentylamino)butanoateHCID 57358664—
LösungsmittelCyclohexaneHCID 8078—
Produkt(R)-Methyl 2-((2-chloro-5-nitropyrimidin-4-yl)(cyclopentyl)amino)butanoateHCID 5840544772,6%

Reaktionsbedingungen

Temperatur60 °C

Reaktionsschritte

Methyl (2R)-2-(cyclopentylamino)butanoate 1k (2.50 g, 13.50 mmol) and sodium bicarbonate (4.54 g, 54 mmol) were dissolved in 100 mL of cyclohexane, stirred for 30 minutes followed by the addition of 2,4-dichloro-5-nitro-pyrimidine (2.88 g, 14.84 mmol), heated to 60° C. and stirred for another 12 hours. The reaction mixture was filtered, washed with dichloromethane (50 mL), and the filtrate was concentrated under reduced pressure, the resulting residue was recrystallized by 150 mL of the mixture solvent of ethyl acetate and n-hexane (V/V=1:4) to obtain the title compound methyl (2R)-2-[(2-chloro-5-nitro-pyrimidin-4-yl)-(1-cyclopentyl)amino]butanoate 1m (3.36 g, yield: 72.6%) as a light yellow solid.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08691822B2
Quelldatensatzuspto-grants-2014_04
ORD IDord-ab0765c4c4ee474aa0f12a5b24397d9d
Quellennotizuspto-grants-2014_04