Reacción #2326

Ecuación de reacción

product

4-acetylaminopiperidine hydrochloride

4-chloropyridine hydrochloride

sodium hydrogen carbonate

→

4-acetylamino-1-(4-pyridyl)piperidine

Disolventes

3-methyl 1-butanol

Condiciones de reacción

Tratamiento posterior

1. 1
   Temperaturawas heated
2. 2
   Temperaturaat reflux temperature for 16 hours
3. 3
   FiltraciónThe cooled mixture was filtered
4. 4
   Concentraciónthe filtrate concentrated in vacuo
5. 5
   OtroPurification of the residue by flash chromatography on silica
6. 6
   Lavadoeluting with methanol/dichloromethane (1:2 v/v)

Procedimiento

A mixture of the product from step (ii) (1.79 g), 4-chloropyridine hydrochloride (1.50 g), sodium hydrogen carbonate (2.86 g) in 3-methyl 1-butanol (25 ml) was heated at reflux temperature for 16 hours. The cooled mixture was filtered and the filtrate concentrated in vacuo. Purification of the residue by flash chromatography on silica, eluting with methanol/dichloromethane (1:2 v/v) gave 4-acetylamino-1-(4-pyridyl)piperidine as a foam, 0.69 g: NMR(d6DMSO) δ 8.10(2H,d), 7.80(1H,bd), 6.80(2H,dd), 3.82(3H,m), 2.93(2H,dt), 1.78(3H,s), 1.77(2H,m), 1.33(2H,dq); m/e 220 (M+H)+.

Fuente