Reacción #86155

Ecuación de reacción

2-bromo-6-fluoropyridine

tert-butyl 6-methylpiperidin-3-ylcarbamate

→

tert-butyl N-[1-(6-bromo-2-pyridyl)-6-methyl-3-piperidyl]carbamate

Rendimiento 39.0%

Disolventes

methyl sulfoxide

Condiciones de reacción

Tratamiento posterior

1. 1
   Otro18 h
2. 2
   OtroThe reaction was quenched with water
3. 3
   Extracciónthen extracted with EtOAc
4. 4
   SecadoThe organic layers was dried with sodium sulfate
5. 5
   Filtraciónfiltered
6. 6
   Concentraciónconcentrated in vacuum
7. 7
   OtroThe crude product was purified by flash chromatography (EtOAc/Heptane eluted at 30% EtOAc)

Procedimiento

A solution containing 2-bromo-6-fluoropyridine (0.95 mL, 6.65 mmol and tert-butyl 6-methylpiperidin-3-ylcarbamate (750 mg, 3.32 mmol) in methyl sulfoxide 5.0 ml was heated 95° C. 18 h. The reaction was quenched with water then extracted with EtOAc. The organic layers was dried with sodium sulfate, filtered, and concentrated in vacuum. The crude product was purified by flash chromatography (EtOAc/Heptane eluted at 30% EtOAc) to give tert-butyl N-[1-(6-bromo-2-pyridyl)-6-methyl-3-piperidyl]carbamate (480 mg) in 39% yield. MS (ESI) m/z: 371.2

Fuente