Reacción #72871

Ecuación de reacción

guanidine hydrochloride

ethyl-6-[(dimethylamino)methylene]-1-methyl-7-oxo-4,5,6,7-tetrahydro-1H-indazole-3-carboxylate

→

Ethyl 8-amino-1-methyl-1H-pyrazolo[4,3-h]quinazoline-3-carboxylate

Rendimiento 85.0%

Disolventes

sodium ethylate

ethanol

Condiciones de reacción

Tratamiento posterior

1. 1
   Temperaturaat reflux for 12 hours
2. 2
   OtroThe solvent was then evaporated
3. 3
   workup.DISSOLUTIONthe residue redissolved with dichloromethane
4. 4
   Lavadowashed with water
5. 5
   SecadoThe organic layer was then dried over anhydrous Na2SO4
6. 6
   Concentraciónconcentrated
7. 7
   OtroThe residue was triturated with diethyl ether
8. 8
   Filtraciónthe product collected by filtration (85% yield as a white solid)

Procedimiento

16.00 g (0.06 mol) of ethyl-6-[(dimethylamino)methylene]-1-methyl-7-oxo-4,5,6,7-tetrahydro-1H-indazole-3-carboxylate were dissolved in 600 mL of ethanol and 3.90 g of sodium ethylate, and 5.44 g of guanidine hydrochloride were added consecutively. The solution was stirred at reflux for 12 hours. The solvent was then evaporated, the residue redissolved with dichloromethane and washed with water. The organic layer was then dried over anhydrous Na2SO4 and concentrated. The residue was triturated with diethyl ether and the product collected by filtration (85% yield as a white solid).

Fuente