Реакция #2326

Уравнение реакции

product

4-acetylaminopiperidine hydrochloride

4-chloropyridine hydrochloride

sodium hydrogen carbonate

→

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

Растворители

3-methyl 1-butanol

Условия реакции

Обработка

1. 1
   Температураwas heated
2. 2
   Температураat reflux temperature for 16 hours
3. 3
   ФильтрацияThe cooled mixture was filtered
4. 4
   Концентрированиеthe filtrate concentrated in vacuo
5. 5
   ДругоеPurification of the residue by flash chromatography on silica
6. 6
   Промывкаeluting with methanol/dichloromethane (1:2 v/v)

Методика

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)+.

Источник