Reaktion #490380

Reaktionsgleichung

tert-butyl 4-(6-bromopyridin-2-yl)-4-hydroxypiperidine-1-carboxylate

POCl3

sodium hydrogencarbonate

→

tert-Butyl 6-bromo-3′,6′-dihydro-2,4′-bipyridine-1′(2′H)-carboxylate

Lösungsmittel

pyridine

Reaktionsbedingungen

Aufarbeitung

1. 1
   Temperaturslowly warmed to room temperature
2. 2
   workup.STIRRINGThe mixture is stirred at room temperature overnight
3. 3
   Sonstigethe aqueous phase is removed
4. 4
   ExtraktionAfter the aqueous phase has been extracted with tert-butyl methyl ether
5. 5
   Trocknenthe combined organic phases are dried over sodium sulphate
6. 6
   Einengenconcentrated under reduced pressure
7. 7
   SonstigeThe residue is purified by chromatography

Vorschrift

To a solution of tert-butyl 4-(6-bromopyridin-2-yl)-4-hydroxypiperidine-1-carboxylate (100 mg) in pyridine (2.5 ml) is added, at 0° C. under argon, POCl3 (0.26 ml). The mixture is stirred at 0° C. and then slowly warmed to room temperature. The mixture is stirred at room temperature overnight. The reaction mixture is subsequently admixed with saturated sodium hydrogencarbonate solution and the aqueous phase is removed. After the aqueous phase has been extracted with tert-butyl methyl ether, the combined organic phases are dried over sodium sulphate and concentrated under reduced pressure. The residue is purified by chromatography. This gives tert-butyl 6-bromo-3′,6′-dihydro-2,4′-bipyridine-1′(2′H)-carboxylate (60 mg).

Quelle