반응 #83958

반응 방정식

DCM EtOAc

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

NaHCO3

chloroacetonitrile

→

desired product

수율 89.1%

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

수율 89.1%

용매

acetonitrile

반응 조건

후처리

1. 1
   온도The suspension was warmed
2. 2
   온도to reflux for 22.5 hours
3. 3
   여과subsequently filtered
4. 4
   세척The remaining solids were washed with DCM
5. 5
   농축the combined filtrates were concentrated
6. 6
   workup.DISSOLUTIONThe resulting brown oil was dissolved into EtOAc
7. 7
   세척washed with water
8. 8
   건조The organic phase was dried (MgSO4)
9. 9
   여과filtered
10. 10
    농축concentrated
11. 11
    기타to give a brown solid which
12. 12
    기타flushed through alumina with DCM
13. 13
    농축The eluent was concentrated

실험 절차

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.

출처