Reacción #77706

Ecuación de reacción

water

14

METHYL 4,6-DIBROMO-3-HYDROXYPYRIDINE-2-CARBOXYLATE

sodium hydride

benzyl chloride

→

15

Rendimiento 90.6%

METHYL 4,6-DIBROMO-3-BENZYLOXYPYRIDINE-2-CARBOXYLATE

Rendimiento 90.6%

Disolventes

DMF

Condiciones de reacción

Tratamiento posterior

1. 1
   workup.ADDITIONAfter the addition
2. 2
   TemperaturaThe mixture was then heated at 90° C. for six hours
3. 3
   Temperaturacooled
4. 4
   Extracciónextracted with ether (2×200 mL)
5. 5
   Lavadowashed with 2N NaOH (50 mL)
6. 6
   Secadodried (MgSO4)
7. 7
   Otrothe solvent was evaporated

Procedimiento

To a stirred mixture of sodium hydride (0.6 g) in DMF (50 mL) was slowly added 14 (7.1 g). After the addition was complete, the mixture was stirred at room temperature for 15 minutes, then benzyl chloride (3.05 g) was added all at once. The mixture was then heated at 90° C. for six hours, cooled, poured into water (500 mL) and extracted with ether (2×200 mL). The ether extracts were combined, washed with 2N NaOH (50 mL), dried (MgSO4) and the solvent was evaporated to give 15 as a light yellow solid (8.3 g). Recrystallization from a small volume of methanol gave an analytical sample, m.p. 75-76° C.

Fuente