Extracurricular laboratory: Synthetic route of 2-(1H-Pyrazol-3-yl)pyridine

The basis of chemical reaction formula synthesis, the synthesis route is composed of some specific reactions and combined according to certain logical thinking. We look forward to the emergence of more reaction modes in the future.

Electric Literature of 75415-03-1, A common heterocyclic compound, 75415-03-1, name is 2-(1H-Pyrazol-3-yl)pyridine, molecular formula is C8H7N3, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.

To a solution of 3-(2-pyridyl)pyrazole (291 mg, 2 mmol) in THF (20 mL) was added NaH (0.3 g, 12.5 mmol). The mixture was stirred for lh and the Mel (568 mg, 4 mmol) was added in one portion. The reaction mixture was stirred for 18h at room temperature. The reaction was quenched with MeOH and the solvent was removed in vacuo. The residue was treated with water and EtOAc. The organic layer was separated and the aqueous layer was extracted with EtOAc. The combined organic phase was dried over Na2S04, filtered, and concentrated to give crude product. The crude product was purified on ISCO columns. Fractions containing pure product were combined and evaporated to give 3-(2-pyridyl)-l-methylpyrazole (300 mg, 94%) as a yellow oil.

The basis of chemical reaction formula synthesis, the synthesis route is composed of some specific reactions and combined according to certain logical thinking. We look forward to the emergence of more reaction modes in the future.