Reaktion #699586

Reaktionsgleichung

3-methoxy-1-(3-methoxyphenyl)-2-oxo-4-propionyl-1,2,5,6-tetrahydro-pyridine

cyclopentylhydrazine hydrochloride

sodium methoxide

→

1-cyclopentyl-3-ethyl-6(4-methoxyphenyl)-7-oxo-4,5,6,7-tetrahydro-1-H-pyrazolo[3,4-c]pyridine

Lösungsmittel

ethanol

Reaktionsbedingungen

Aufarbeitung

1. 1
   Temperaturwas heated to reflux
2. 2
   Einengenthe mixture was concentrated under reduced pressure
3. 3
   Sonstigechromatographed on a silica gel column
4. 4
   Sonstigeto give a white solid
5. 5
   SonstigeRecrystallization from ether
6. 6
   Sonstigegave white needles

Vorschrift

A stirred mixture of 3-methoxy-1-(3-methoxyphenyl)-2-oxo-4-propionyl-1,2,5,6-tetrahydro-pyridine (0.49 grams, 1.7 mmole), cyclopentylhydrazine hydrochloride (0.40 grams) and sodium methoxide (46 mg, 0.85 mmole) in anhydrous ethanol was heated to reflux. After 16 hours, the mixture was concentrated under reduced pressure and chromatographed on a silica gel column using 1:4 ethyl acetate/hexane as eluent to give a white solid. Recrystallization from ether gave white needles. M.P. 64.65° C.; MS m/z [M+] 340.2025; HRMS [M+] 340.2046.

Quelle