反应 #1702079

反应方程式

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

triethylamine

5-methylisoxazole-3-carbonyl chloride

→

desired compound

收率 74.0%

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

收率 74.0%

溶剂

dichloroethane

反应条件

后处理

1. 1
   其他quenched with saturated aqueous sodium bicarbonate
2. 2
   萃取followed by extraction with dichloromethane
3. 3
   干燥The combined organic phases were dried over sodium sulfate
4. 4
   过滤filtered
5. 5
   浓缩concentrated

实验过程

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%).

来源