(+-)-3-Quinuclidinol → HCID 19770962, compound

Participants

Reaction Steps

After a suspension of 330 mg (2.60 mmol) of 3-quinuclidinol in 30 ml of benzene was refluxed for 0.5 hour by using a Dean-Stark apparatus, 0.1 g of metal sodium was added and the resultant mixture was refluxed under stirring for further 2 hours. Unreacted sodium was removed and 200 mg (0.86 mmol) of ethyl 7-propylpyrazolo[1,5-a]pyridine-3-carboxylate were added, followed by heating under reflux for 20 hours. The solvent of the reaction mixture was distilled off under reduced pressure and the residue was purified by chromatography on a silica gel column (chloroform: methanol=10:1), whereby 230 mg (0.73 mmol) of the title compound were obtained as an oily substance (yield: 85%).

Provenance & Evidence