Reacción #83958

Ecuación de reacción

DCM EtOAc

4-(6-fluoro-1H-indazol-3-yl)piperidine

NaHCO3

chloroacetonitrile

→

desired product

Rendimiento 89.1%

[4-(6-Fluoro-1H-indazol-3-yl)-1-piperidinyl]acetonitrile

Rendimiento 89.1%

Disolventes

acetonitrile

Condiciones de reacción

Tratamiento posterior

1. 1
   TemperaturaThe suspension was warmed
2. 2
   Temperaturato reflux for 22.5 hours
3. 3
   Filtraciónsubsequently filtered
4. 4
   LavadoThe remaining solids were washed with DCM
5. 5
   Concentraciónthe combined filtrates were concentrated
6. 6
   workup.DISSOLUTIONThe resulting brown oil was dissolved into EtOAc
7. 7
   Lavadowashed with water
8. 8
   SecadoThe organic phase was dried (MgSO4)
9. 9
   Filtraciónfiltered
10. 10
    Concentraciónconcentrated
11. 11
    Otroto give a brown solid which
12. 12
    Otroflushed through alumina with DCM
13. 13
    ConcentraciónThe eluent was concentrated

Procedimiento

To a stirred suspension of 4-(6-fluoro-1H-indazol-3-yl)piperidine (4.95 g, 22.6 mmol) and NaHCO3 (2.1 g, 24.9 mmol) in dry acetonitrile (110 ml) was added chloroacetonitrile (1.6 ml, 24.9 mmol) at room temperature, under nitrogen. The suspension was warmed to reflux for 22.5 hours, cooled to room temperature, and subsequently filtered. The remaining solids were washed with DCM and the combined filtrates were concentrated. The resulting brown oil was dissolved into EtOAc and washed with water. The organic phase was dried (MgSO4), filtered and concentrated to give a brown solid which was re-dissolved into DCM/EtOAc and flushed through alumina with DCM. The eluent was concentrated to give 5.2 g of the desired product as a solid, m.p. 149°-151 ° C.

Fuente