反応 #72003

反応方程式

cis(±)-4-Chloro-N-(3-ethoxypiperidin-4-yl)-5-ethyl-1H-imidazole-2-carboxamide hydrochloride

oxamic acid

Triethylamine

HOBT

WSC hydrochloride

→

title compound

収率 60.0%

cis(±)-N-{1-[Amino(oxo)acetyl]-3-ethoxypiperidin-4-yl}-4-chloro-5-ethyl-1H-imidazole-2-carboxamide

収率 60.0%

溶媒

DMF

ethyl acetate

反応条件

後処理

1. 1
   洗浄washed with saturated aqueous sodium bicarbonate solution, water and brine
2. 2
   乾燥dried over anhydrous sodium sulfate
3. 3
   濃縮concentration under reduced pressure
4. 4
   その他the residue was purified by silica gel column chromatography (elution solvent: dichloromethane/methanol=1/0→9/1)

実験手順

cis(±)-4-Chloro-N-(3-ethoxypiperidin-4-yl)-5-ethyl-1H-imidazole-2-carboxamide hydrochloride obtained in Example (131a) (100 mg, 0.297 mmol), oxamic acid (26 mg, 0.29 mmol) and WSC hydrochloride (120 mg, 0.626 mmol) were suspended in DMF (3 mL). Triethylamine (0.040 mL, 0.29 mmol) and HOBT (40 mg, 0.30 mmol) were added, and the mixture was stirred at room temperature overnight. The reaction solution was diluted with ethyl acetate, washed with saturated aqueous sodium bicarbonate solution, water and brine, and dried over anhydrous sodium sulfate. Following concentration under reduced pressure, the residue was purified by silica gel column chromatography (elution solvent: dichloromethane/methanol=1/0→9/1) to obtain 64.7 mg of the title compound as a colorless solid (59%).

出典