Reacción #629694

Ecuación de reacción

5-bromo-1,6-naphthyridin-2(1H)-one

2-methyl-1H-imidazole

N-methylpyrrolidinone

potassium carbonate

→

5-(2-methyl-1H-imidazol-1-yl)-1,6-naphthyridin-2(1H)-one

Rendimiento 42.6%

Disolventes

acetic acid

water

Condiciones de reacción

Tratamiento posterior

1. 1
   Temperaturawas refluxed for 6 hours
2. 2
   OtroThe solid that separated
3. 3
   Otrowas collected
4. 4
   Otrorecrystallized from dimethylformamide
5. 5
   Otrodried in a vacuum oven at 90°-95° C.

Procedimiento

A mixture containing 5.6 g of 5-bromo-1,6-naphthyridin-2(1H)-one, 8 g of 2-methyl-1H-imidazole, 25 ml of N-methylpyrrolidinone, 3.4 g of anhydrous potassium carbonate and 50 mg of copper powder was refluxed for 6 hours, allowed to cool to room temperature and then poured into 100 ml of water. The resulting solution was neutralized by adding acetic acid and the resulting solution was allowed to stand overnight at room temperature. The solid that separated was collected, recrystallized from dimethylformamide and dried in a vacuum oven at 90°-95° C. to yield 2.4 g of 5-(2-methyl-1H-imidazol-1-yl)-1,6-naphthyridin-2(1H)-one, m.p. >310° C.

Fuente