Reacción #1702079

Ecuación de reacción

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

triethylamine

5-methylisoxazole-3-carbonyl chloride

→

desired compound

Rendimiento 74.0%

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

Rendimiento 74.0%

Disolventes

dichloroethane

Condiciones de reacción

Tratamiento posterior

1. 1
   Otroquenched with saturated aqueous sodium bicarbonate
2. 2
   Extracciónfollowed by extraction with dichloromethane
3. 3
   SecadoThe combined organic phases were dried over sodium sulfate
4. 4
   Filtraciónfiltered
5. 5
   Concentraciónconcentrated

Procedimiento

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%).

Fuente