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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 523890Erstellt: 26. Oktober 2026

Ethyl Acetate → 6-(Di-pyridin-2-yl-amino)-hexanoic acid methyl ester

https://huagongshe.com/reaction/523890

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktEthyl AcetateHCID 8857—
Edukt2,2'-DipyridylamineHCID 14547—
EduktSodium hydrideHCID 24758—
EduktMethyl 6-BromohexanoateHCID 4170292—
LösungsmittelDimethylformamideHCID 6228—
LösungsmittelSodium chloride; waterHCID 57417360—
Produkt6-(Di-pyridin-2-yl-amino)-hexanoic acid methyl esterHCID 5854502124%

Reaktionsbedingungen

Temperatur90 °C

Reaktionsschritte

NaH (112 mg, 2.92 mmol) was added to di-pyridin-2-yl-amine (500 mg, 2.92 mmol) in DMF (10 mL) at rt. After 10 min, KI (485 mg, 2.92 mmol) and methyl 6-bromohexanoate, I (0.464 mL, 2.92 mmol) were added, and the reaction mixture was stirred at 90° C. for 21 h. Brine (200 mL) and EtOAc (200 mL) were then added, the phases were separated, and the aqueous phase was extracted with EtOAc (100 mL). The organic phases were combined, dried over MgSO4, filtered, and subsequently evaporated under reduced pressure. The resulting residue was purified by silica gel column chromatography using CH2Cl2/MeOH (100:0.5 to 100:1) as eluant to furnish II as a colourless oil (206 mg, 24%).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS09340503B2
Quelldatensatzuspto-grants-2016_05
ORD IDord-dda988683dcb4ad090714d9dc99b5942
Quellennotizuspto-grants-2016_05