Reaktion #319216

Reaktionsgleichung

2-Methylimidazo[4,5-c]pyridine

ethylene carbonate

→

title compound

Ausbeute 9.0%

3-(2-Hydroxyethyl)-2-methylimidazo[4,5-c]pyridine

Ausbeute 9.0%

Reaktionsbedingungen

Aufarbeitung

1. 1
   SonstigeThe crude black product was chromatographed on silica eluting with 40% methanol in ethyl acetate
2. 2
   SonstigeThe fraction with Rf 0.33 in methanol, ethyl acetate, (2:3) was evaporated
3. 3
   workup.ADDITIONwas identified as a mixture of the title compound and of the isomeric 1-(2-hydroxyethyl)-2-methylimidazo[4,5-c]pyridine
4. 4
   SonstigeThe mixture was chromatographed on silica eluting with 20% methanol in acetone
5. 5
   workup.ADDITIONFractions containing the more mobile isomer
6. 6
   Sonstigeevaporated

Vorschrift

2-Methylimidazo[4,5-c]pyridine (10.6 g) was mixed with ethylene carbonate (8.3 g) and heated as a melt at 150° C. for 1/2 hour. The crude black product was chromatographed on silica eluting with 40% methanol in ethyl acetate. The fraction with Rf 0.33 in methanol, ethyl acetate, (2:3) was evaporated and was identified as a mixture of the title compound and of the isomeric 1-(2-hydroxyethyl)-2-methylimidazo[4,5-c]pyridine. The mixture was chromatographed on silica eluting with 20% methanol in acetone. Fractions containing the more mobile isomer were combined and evaporated yielding the title compound (1.22 g, 9%) as a foam.

Quelle