Reacción #974853

Ecuación de reacción

NH3

MeOH

1-methyl-3,5-dinitro-1H-pyridin-2-one

4-oxo-piperidine-1-carboxylic acid tert-butyl ester

→

desired title compound

3-nitro-7,8-dihydro-5H-[1,6]naphthyridine-6-carboxylic Acid Tert-Butyl Ester

Condiciones de reacción

Tratamiento posterior

1. 1
   OtroThe vessel was then sealed
2. 2
   TemperaturaAfter the resulting mixture was cooled to RT
3. 3
   Otrothe solvent was removed
4. 4
   Otroto give crude product as yellow solid
5. 5
   OtroAfter recrystallization in MeOH

Procedimiento

2M solution of NH3 in MeOH (225 mL, 452.25 mmol) was added to a reaction vessel containing 1-methyl-3,5-dinitro-1H-pyridin-2-one (6 g, 30.15 mmol) and 4-oxo-piperidine-1-carboxylic acid tert-butyl ester (6.6 g, 33.15 mmol). The vessel was then sealed and the reaction was stirred for 24 h at 70° C. After the resulting mixture was cooled to RT, the solvent was removed to give crude product as yellow solid. After recrystallization in MeOH, the desired title compound was obtained as tan solid. MS (ES+): 280.1 (M+H)+. Calc'd for C13H17N3O4—279.12.

Fuente