Reaktion #83958

Reaktionsgleichung

DCM EtOAc

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

NaHCO3

chloroacetonitrile

→

desired product

Ausbeute 89.1%

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

Ausbeute 89.1%

Lösungsmittel

acetonitrile

Reaktionsbedingungen

Aufarbeitung

1. 1
   TemperaturThe suspension was warmed
2. 2
   Temperaturto reflux for 22.5 hours
3. 3
   Filtrationsubsequently filtered
4. 4
   WaschenThe remaining solids were washed with DCM
5. 5
   Einengenthe combined filtrates were concentrated
6. 6
   workup.DISSOLUTIONThe resulting brown oil was dissolved into EtOAc
7. 7
   Waschenwashed with water
8. 8
   TrocknenThe organic phase was dried (MgSO4)
9. 9
   Filtrationfiltered
10. 10
    Einengenconcentrated
11. 11
    Sonstigeto give a brown solid which
12. 12
    Sonstigeflushed through alumina with DCM
13. 13
    EinengenThe eluent was concentrated

Vorschrift

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.

Quelle