تفاعل #83958

معادلة التفاعل

DCM EtOAc

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

NaHCO3

chloroacetonitrile

→

desired product

المردود 89.1%

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

المردود 89.1%

المذيبات

acetonitrile

ظروف التفاعل

المعالجة

1. 1
   درجة الحرارةThe suspension was warmed
2. 2
   درجة الحرارةto reflux for 22.5 hours
3. 3
   ترشيحsubsequently filtered
4. 4
   غسيلThe remaining solids were washed with DCM
5. 5
   تركيزthe combined filtrates were concentrated
6. 6
   workup.DISSOLUTIONThe resulting brown oil was dissolved into EtOAc
7. 7
   غسيلwashed with water
8. 8
   تجفيفThe organic phase was dried (MgSO4)
9. 9
   ترشيحfiltered
10. 10
    تركيزconcentrated
11. 11
    أخرىto give a brown solid which
12. 12
    أخرىflushed through alumina with DCM
13. 13
    تركيزThe eluent was concentrated

الإجراء التجريبي

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.

المصدر