Reaktion #157778

Reaktionsgleichung

1-Hydroxybenzotriazole

N,N-diethylethylenediamine

1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride

4-[(E)-2-cyclopentyl-1-(5-cyclopropyl-6-oxo-1,6-dihydropyridin-2-yl)ethenyl]benzoic acid

→

title compound

Ausbeute 26.0%

4-[(E)-2-Cyclopentyl-1-(5-cyclopropyl-6-oxo-1,6-dihydropyridin-2-yl)ethenyl]-N-[2-(diethylamino)ethyl]benzamide

Ausbeute 26.0%

Lösungsmittel

Water

N,N-dimethylformamide

triethylamine

Reaktionsbedingungen

Aufarbeitung

1. 1
   Extraktionfollowed by extraction with ethyl acetate
2. 2
   TrocknenThe organic layer was dried over anhydrous magnesium sulfate
3. 3
   Filtrationfiltered
4. 4
   SonstigeThe solvent was then evaporated under reduced pressure
5. 5
   SonstigeThe resulting residue was purified by preparative TLC (chloroform:methanol=20:1)
6. 6
   Waschenthe resulting solid was washed with diethyl ether

Vorschrift

1-Hydroxybenzotriazole (39 mg), triethylamine (0.04 mL), N,N-diethylethylenediamine (0.061 mL) and 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride (55 mg) were sequentially added to a solution of 4-[(E)-2-cyclopentyl-1-(5-cyclopropyl-6-oxo-1,6-dihydropyridin-2-yl)ethenyl]benzoic acid (50 mg) in N,N-dimethylformamide at room temperature, and the mixture was stirred at room temperature overnight. Water was added to the reaction solution, followed by extraction with ethyl acetate. The organic layer was dried over anhydrous magnesium sulfate and filtered. The solvent was then evaporated under reduced pressure. The resulting residue was purified by preparative TLC (chloroform:methanol=20:1) and the resulting solid was washed with diethyl ether to give the title compound as a white solid (17 mg, 26%).

Quelle