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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 11480Erstellt: 24. Oktober 2026

Methyl iodide → 2-[2-(4-Pyridyl)ethylamino]acetic acid N-[2-(1-adamantyl)ethyl]-N-pentylamide

https://huagongshe.com/de/reaction/11480

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktMethyl iodideHCID 6328—
EduktPotassium CarbonateHCID 11430—
Edukt4-PyridineethanamineHCID 83275—
Edukt2-bromoacetic acid N-[2-(1-adamantyl)ethyl]-N-pentylamideHCID 57479899—
LösungsmittelWaterHCID 962—
LösungsmittelDiethyl EtherHCID 3283—
LösungsmittelDimethylformamideHCID 6228—
Produkt2-[2-(4-Pyridyl)ethylamino]acetic acid N-[2-(1-adamantyl)ethyl]-N-pentylamideHCID 5747989841,6%

Reaktionsbedingungen

Temperatur75 °C

Reaktionsschritte

Next, 2-bromoacetic acid N-[2-(1-adamantyl)ethyl]-N-pentylamide (1.3 g, 3.5 mmol) was dissolved in anhydrous N,N-dimethylformamide (30 ml), potassium carbonate (1.5 g, 11 mmol), methyl iodide (1.6 g, 11 mmol) and 4-(2-aminoethyl)pyridine (0.43 g, 3.5 mmol) were added to the solution, and the mixture was stirred at an external temperature of 75° C. overnight. Water (100 ml) and diethyl ether (100 ml) were added to the reaction mixture, the reaction mixture was distributed, and the diethyl ether layer was washed with water (70 ml) twice and a saturated aqueous sodium chloride solution (120 ml) once successively and dried over anhydrous magnesium sulfate. The diethyl ether layer was concentrated under reduced pressure, and the concentrate was purified by silica gel column chromatography to give 0.6 g (40%) of the titled compound as an oily matter.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07098226B2
Quelldatensatzuspto-grants-2006_08
ORD IDord-9c3e5bf933da48958d386228a5bce4fa
Quellennotizuspto-grants-2006_08