2-Furanacetonitrile, alpha-amino- → alpha-(Imidazo[1,2-a]pyridin-8-ylcarbonylamino)-(2-furyl)acetonitrile

Participants

Reaction Steps

α-(2-Furyl)-α-aminoacetonitrile (0.7 g, 5.5 m mols) was dissolved in acetonitrile (20 ml), and imidazo[1,2-a]pyridine-8-carboxylic acid chloride (1.0 g, 5.5 m moles) was added thereto with stirring and reacted at room temperature for 2 hours. After completion of the reaction, the solvent was removed from the reaction mixture under reduced pressure. To the residue were added water (20 ml), saturated aqueous solution of sodium. bicarbonate (50 ml) and chloroform (50 ml), and the mixture was stirred. The organic layer was separated, dried over anhydrous magnesium sulfate and concentrated. The concentrate was purified by column chromatography on silica gel (eluent:ethyl acetate/n-hexane=2/1) to give the object compound (0.16 g, yield 11%) as crystals. m.p. 149°-151° C.

Provenance & Evidence