تفاعل #1702079

معادلة التفاعل

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

triethylamine

5-methylisoxazole-3-carbonyl chloride

→

desired compound

المردود 74.0%

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

المردود 74.0%

المذيبات

dichloroethane

ظروف التفاعل

المعالجة

1. 1
   أخرىquenched with saturated aqueous sodium bicarbonate
2. 2
   استخلاصfollowed by extraction with dichloromethane
3. 3
   تجفيفThe combined organic phases were dried over sodium sulfate
4. 4
   ترشيحfiltered
5. 5
   تركيزconcentrated

الإجراء التجريبي

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%).

المصدر