2-Hydrazinopyridine → HCID 87779464, compound

Participants

Reaction Steps

A mixture of 2-methylsulfanyl-pyrimidine-4-carbaldehyde (1.00 g) (U.S. Pat. No. 6,218,537) and 2-hydrazinopyridine (0.71 g) in EtOH (20 mL) was heated to reflux for 24 h, then cooled to RT and the resulting solid collected by filtration to give N-[1-(2-methylsulfanyl-pyrimidin-4-yl)-meth-(E)-ylidene]-N′-pyridin-2-yl-hydrazine (1.26 g). A mixture of this material and DCM (20 mL) was gently heated, and a second aliquot of DCM (10 mL) and chloroform (5 mL) added to facilitate solubilization. Iodobenzene diacetate (1.65 g) was added, and the resulting mixture stirred at RT under N2 for 17 h. The reaction mixture was then evaporated under reduced pressure and the crude residue was triturated with hot Et2O. Once the mixture cooled to RT, the solid was collected by filtration to afford 3-(2-methylsulfanyl-pyrimidin-4-yl)-[1,2,4]triazolo-[4,3-a]pyridine (1.12 g).

Provenance & Evidence