Propargyl alcohol → HCID 59232565, compound

Participants

Reaction Steps

To a stirred solution of 5-(4-Bromo-phenyl)-1-(2,4-dichloro-phenyl)-4-methyl-1H-pyrazole-3-carboxylic acid piperidin-1-ylamide (40 mg, 0.078 mmol) in pyrrolidine (2.5 ml) was added a catalytic amount of tetrakis (triphenylphosphine) palladium under an atmosphere of Argon. After stirring the contents for 5 min at room temperature, a solution of propargyl alcohol (10 mg, 0.178 m mol) in pyrrolidine (1.5 ml) was added to the reaction mixture. The contents were heated at 80-85° C. for 10 h. Then a saturated aqueous solution of ammonium chloride was added and the mixture was extracted with ethyl acetate. The organic extract was dried over MgSO4 and the solvent was removed in vacuo. Purification by flash column chromatography on silica gel (petroleum ether-ethyl acetate, 7:3) afforded 28 mg (74%) of 2-1 as white solid.

Provenance & Evidence