Reaktion #9284

Reaktionsgleichung

ethyl acetate

Potassium tert-butoxide

N-amino-2-(1-butynyl)-4-methoxypyridinium mesitylenesulfonate

Water

→

title compound

Ausbeute 66.5%

2-Ethyl-4-methoxypyrazolo[1,5-a]pyridine

Ausbeute 66.5%

Lösungsmittel

tetrahydrofuran

N,N-dimethylformamide

Reaktionsbedingungen

Aufarbeitung

1. 1
   Temperaturwhile cooling on ice, extraction
2. 2
   Waschenthe extract was washed with brine
3. 3
   Trocknendried over magnesium sulfate
4. 4
   workup.DISTILLATIONthe solvent was distilled off under reduced pressure

Vorschrift

Potassium tert-butoxide (11.1 g) was added to a solution of N-amino-2-(1-butynyl)-4-methoxypyridinium mesitylenesulfonate (20.7 g) in tetrahydrofuran (300 mL) and N,N-dimethylformamide (15 mL), and the mixture was stirred at room temperature for 1 hour. Water was added while cooling on ice, extraction was performed with ethyl acetate, the extract was washed with brine and dried over magnesium sulfate, and the solvent was distilled off under reduced pressure. The residue was subjected to silica gel column chromatography (200 g), and the title compound (6.44 g) was obtained from the n-hexane:ethyl acetate (3:1) fraction as a yellow oil.

Quelle