Reacción #488342

Ecuación de reacción

methyl benzoate

n-BuLi

diisopropyl-amine

2-methylpyrazine

→

Intermediate 26

Rendimiento 33.3%

1-phenyl-2-(pyrazin-2-yl)ethanone

Rendimiento 33.3%

Disolventes

THF

THF

THF

Condiciones de reacción

Tratamiento posterior

1. 1
   workup.STIRRINGthe mixture was stirred at −78° C. for 30 minutes
2. 2
   workup.STIRRINGthe mixture was stirred at this temperature for 3 hours
3. 3
   Otrowas consumed
4. 4
   workup.ADDITIONthe reaction mixture was diluted with EtOAc
5. 5
   Lavadothe mixture was washed with water and brine
6. 6
   Concentraciónconcentrated
7. 7
   OtroThe residue was purified by column chromatography (PE:EtOAc=30:1)

Procedimiento

To a mixture of diisopropyl-amine (1.29 g, 12.7 mmol) in anhydrous THF (10 mL) was added n-BuLi (2.5 M/L in hexane, 4.7 mL, 11.7 mmol) at −78° C., after being stirred for 30 minutes, a solution of 2-methylpyrazine (1 g, 10.6 mmol) in THF (5 mL) was added, and the mixture was stirred at −78° C. for 30 minutes, a solution of methyl benzoate (1.4 g, 10.6 mmol) in THF (5 mL) was added, and the mixture was stirred at this temperature for 3 hours. When TLC indicated that the starting material was consumed, the reaction mixture was diluted with EtOAc, and the mixture was washed with water and brine, and concentrated. The residue was purified by column chromatography (PE:EtOAc=30:1) to give Intermediate 26 (700 mg, yield 33.3%).

Fuente