反応 #1702079

反応方程式

5-cyclopropyl-8-methoxy-2,3,5,6-tetrahydrobenzo[b][1,5]diazocin-4(1H)-one

triethylamine

5-methylisoxazole-3-carbonyl chloride

→

desired compound

収率 74.0%

5-cyclopropyl-8-methoxy-1-(5-methylisoxazole-3-carbonyl)-2,3,5,6-tetrahydrobenzo[b][1,5]diazocin-4(1H)-one

収率 74.0%

溶媒

dichloroethane

反応条件

後処理

1. 1
   その他quenched with saturated aqueous sodium bicarbonate
2. 2
   抽出followed by extraction with dichloromethane
3. 3
   乾燥The combined organic phases were dried over sodium sulfate
4. 4
   ろ過filtered
5. 5
   濃縮concentrated

実験手順

To a solution of 5-cyclopropyl-8-methoxy-2,3,5,6-tetrahydrobenzo[b][1,5]diazocin-4(1H)-one (50.0 mg, 0.203 mmol) from Example 1 in dichloroethane (2.0 ml) was added triethylamine (0.057 ml, 0.406 mmol) and 5-methylisoxazole-3-carbonyl chloride (32.5 mg, 0.223 mmol). The reaction mixture was stirred at room temperature overnight and then quenched with saturated aqueous sodium bicarbonate, followed by extraction with dichloromethane. The combined organic phases were dried over sodium sulfate, filtered and concentrated. Preparative thin layer chromatography (ethyl acetate/methanol:98/2) of the crude residue gave the desired compound (53 mg, 74%).

出典