反応 #72022
ord-d22a66624de8480183879bb9ed1d20e3
反応方程式
反応物
試薬
反応条件
後処理
- 1温度The suspension was heated
- 2その他at 180° C.
- 3その他for 30 minutes
- 4抽出the aqueous layer was extracted with ethyl acetate
- 5洗浄The organic layer was washed with water and brine
- 6乾燥dried over anhydrous sodium sulfate
- 7濃縮concentration under reduced pressure
- 8その他the residue was purified by silica gel chromatography (
- 9洗浄elution solvent
- 10その他hexane/ethyl acetate=1/1, then methanol/ethyl acetate=0/1, 1/9) to obtain 80 mg of the crude title compound
- 11その他This was further purified by thin layer silica gel chromatography (developing solvent: methanol/dichloromethane=5/95)
実験手順
cis(±)-4-Chloro-N-(3-ethoxypiperidin-4-yl)-5-ethyl-1H-imidazole-2-carboxamide hydrochloride obtained in Example (131a) (0.100 g, 0.296 mmol), diisopropylethylamine (0.0568 mL, 0.326 mmol), 2-bromo-1,3,4-thiadiazole (0.0587 g, 0.356 mmol) and cesium carbonate (0.106 g, 0.326 mmol) were suspended in N-methylpyrrolidone (2 mL). The suspension was heated using a microwave reactor at 180° C. for 30 minutes. Ethyl acetate and water were added to the reaction solution, and the aqueous layer was extracted with ethyl acetate. The organic layer was washed with water and brine, and then dried over anhydrous sodium sulfate. Following concentration under reduced pressure, the residue was purified by silica gel chromatography (elution solvent: hexane/ethyl acetate=1/1, then methanol/ethyl acetate=0/1, 1/9) to obtain 80 mg of the crude title compound. This was further purified by thin layer silica gel chromatography (developing solvent: methanol/dichloromethane=5/95) to obtain 43 mg of the title compound as a pale brown solid (36%).