反応 #46686

反応方程式

1-[2-(1-adamantyl)ethyl]-1-(2-methylaminoethyl)-3-[3-(4-pyridyl)propyl]urea

potassium carbonate

sodium iodide

2-chloroethyl methyl ether

→

compound

収率 32.1%

1-[2-(1-Adamantyl)ethyl]-1-[2-[N-(2-methoxyethyl)-N-methylamino]ethyl]-3-[3-(4-pyridyl)propyl]urea

収率 32.1%

溶媒

water

diethyl ether

N,N-dimethylformamide

反応条件

後処理

1. 1
   抽出After extraction
2. 2
   洗浄the obtained organic layer was washed with water (100 ml)
3. 3
   乾燥a saturated aqueous sodium chloride solution (50 ml) successively, dried over anhydrous magnesium sulfate
4. 4
   濃縮concentrated under reduced pressure
5. 5
   その他The residue was purified by silica gel column chromatography

実験手順

To N,N-dimethylformamide (20 ml) were added 1-[2-(1-adamantyl)ethyl]-1-(2-methylaminoethyl)-3-[3-(4-pyridyl)propyl]urea (1.50 g, 3.76 mmol), which is a free base of Compound No. 3-1, potassium carbonate (1.56 g, 11.3 mmol) and sodium iodide (1.69 g, 11.3 mmol) at room temperature, then 2-chloroethyl methyl ether (412 μl, 4.51 mmol) was added to the mixture, and the whole was heated at 80° C. and stirred overnight, then diethyl ether (50 ml) and water (100 ml) were added to the reaction mixture. After extraction, the obtained organic layer was washed with water (100 ml) and a saturated aqueous sodium chloride solution (50 ml) successively, dried over anhydrous magnesium sulfate and concentrated under reduced pressure. The residue was purified by silica gel column chromatography to give the target compound (552 mg, 32.1%) as a pale yellow oily matter.

出典