Reacción #86196

Ecuación de reacción

water

(6-bromo-2-fluoro-3-pyridyl)methanol

tert-butyl N-[(3S)-3-piperidyl]carbamate

N-Methylmorpholine

→

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

Rendimiento 80.1%

Disolventes

1-methyl-2-pyrrolidinone

Condiciones de reacción

Tratamiento posterior

1. 1
   Extracciónextracted with EtOAc
2. 2
   ConcentraciónThe organic layer was concentrated
3. 3
   OtroThe residue was purified on silica
4. 4
   Lavadoeluted with 0 to 100% EtOAc in Heptane

Procedimiento

A mixture of (6-bromo-2-fluoro-3-pyridyl)methanol (1.766 mmol; 363.8 mg), tert-butyl N-[(3S)-3-piperidyl]carbamate (2.649 mmol; 530.5 mg), and N-Methylmorpholine (5.298 mmol; 541 mg; 0.588 mL) in 1-methyl-2-pyrrolidinone (10 mL) in a sealed pressure vial was heated at 130° C. for 4 hours. The mixture was poured into water, and extracted with EtOAc. The organic layer was concentrated. The residue was purified on silica eluted with 0 to 100% EtOAc in Heptane to afford tert-butyl N-[(3S)-1-[6-bromo-3-(hydroxymethyl)-2-pyridyl]-3-piperidyl]carbamate (546.3 mg, 80%).

Fuente