Reaktion #2326

Reaktionsgleichung

product

4-acetylaminopiperidine hydrochloride

4-chloropyridine hydrochloride

sodium hydrogen carbonate

→

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

Lösungsmittel

3-methyl 1-butanol

Reaktionsbedingungen

Aufarbeitung

1. 1
   Temperaturwas heated
2. 2
   Temperaturat reflux temperature for 16 hours
3. 3
   FiltrationThe cooled mixture was filtered
4. 4
   Einengenthe filtrate concentrated in vacuo
5. 5
   SonstigePurification of the residue by flash chromatography on silica
6. 6
   Wascheneluting with methanol/dichloromethane (1:2 v/v)

Vorschrift

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)+.

Quelle