Reaktion #11558

Reaktionsgleichung

1,1′-Carbonyldiimidazole

4-(3-aminopropyl)pyridine

2-(1-Adamantyl)-N-pentylethylamine hydrochloride

→

titled compound

Ausbeute 73.6%

1-[2-(1-Adamantyl)ethyl]-1-pentyl-3-[3-(4-pyridyl)propyl]urea

Ausbeute 73.6%

Lösungsmittel

tetrahydrofuran

ethyl acetate

Reaktionsbedingungen

Aufarbeitung

1. 1
   Temperaturthe whole was refluxed for one hour
2. 2
   Waschenthe whole was washed with a saturated aqueous sodium hydrogencarbonate solution (50 ml)
3. 3
   Trocknena saturated aqueous sodium chloride solution (50 ml) successively, and the organic layer was dried over magnesium sulfate
4. 4
   SonstigeThe solvent was evaporated under reduced pressure
5. 5
   Waschenthe precipitated solid was washed with diisopropyl ether
6. 6
   Filtrationfiltered off

Vorschrift

1,1′-Carbonyldiimidazole (427 mg, 2.63 mmol) was added to a solution of 4-(3-aminopropyl)pyridine (Intermediate No. 2-1) (285 mg, 2.09 mmol) in tetrahydrofuran (10 ml), and the mixture was stirred at room temperature for 20 minutes. 2-(1-Adamantyl)-N-pentylethylamine hydrochloride (Intermediate No. 1-1) (571 mg, 2.00 mmol) was added to the mixture, and the whole was refluxed for one hour. The reaction mixture was diluted with ethyl acetate (50 ml), the whole was washed with a saturated aqueous sodium hydrogencarbonate solution (50 ml) and a saturated aqueous sodium chloride solution (50 ml) successively, and the organic layer was dried over magnesium sulfate. The solvent was evaporated under reduced pressure, and the precipitated solid was washed with diisopropyl ether and filtered off to give 606 mg (73%) of the titled compound.

Quelle