Reaktion #1489394

Reaktionsgleichung

Intermediate 62a

(S)-1-Methyl-piperidine-2-carboxylic acid N′-(5-fluoro-pyridin-2-yl)-hydrazide

Ph3P

Et3N

hexachloroethane

→

title compound

Ausbeute 81.5%

6-Fluoro-3-((S)-1-methyl-piperidin-2-yl)-[1,2,4]triazolo[4,3-a]pyridine

Ausbeute 81.5%

Lösungsmittel

THF

Reaktionsbedingungen

Aufarbeitung

1. 1
   Sonstigethen partitioned between EtOAc and water
2. 2
   ExtraktionThe aqueous layer was then extracted with EtOAc (3×)
3. 3
   WaschenThe combined organic layers were washed with brine
4. 4
   Trocknendried (MgSO4)
5. 5
   Filtrationfiltered
6. 6
   Sonstigeevaporated in vacuo
7. 7
   Waschenwas washed with MeOH
8. 8
   WaschenThe product was eluted with 2M NH3 in MeOH
9. 9
   Einengenconcentration in vacuo

Vorschrift

To a solution of Intermediate 62a (331 mg, 1.31 mmol), Ph3P (688 mg, 2.63 mmol) and Et3N (731 μL, 5.25 mmol) in THF (13.0 mL) at 0° C. was added hexachloroethane (622 mg, 2.63 mmol). The reaction was stirred at RT overnight then partitioned between EtOAc and water. The aqueous layer was then extracted with EtOAc (3×). The combined organic layers were washed with brine, dried (MgSO4), filtered and evaporated in vacuo. The residue was taken up in MeOH and loaded onto an SCX-2 cartridge, which was washed with MeOH. The product was eluted with 2M NH3 in MeOH; concentration in vacuo gave the title compound (250 mg, 81%). LCMS (Method 4): Rt 0.31 min, m/z 235.1 [MH+].

Quelle