Hydrazine hydrate (1:1) → HCID 90092824, compound

Participants

Reaction Steps

To a stirred slurry of 4,4-dimethoxy-1-(pyridin-2-yl)butane-1,3-dione (9a) (5.11 g, 22.9 mmol) in ethanol (200 mL) was dropwise added hydrazine monohydrate (1.28 mL, 26.3 mmol). The reaction mixture was stirred at room temperature overnight and concentrated in vacuo. A saturated solution of sodium hydrogenocarbonate (30 mL) was added to the residue. The aqueous layer was extracted with ethyl acetate (2×50 mL). The organic layer was dried over sodium sulfate and concentrated in vacuo to provide 2-[5-(dimethoxymethyl)-1H-pyrazol-3-yl]pyridine (9b) (3.51 g, 16.0 mmol, 70%) which was used without further purification.

Provenance & Evidence