Hydrazine hydrate (1:1) → HCID 178490035, compound

Participants

Reaction Steps

1-(3-Methoxy-5-methylphenyl)-2-(2-(methylthio)pyrimidin-4-yl)ethanone was heated with N,N-dimethylformamide dimethylacetal (34.46 mL, 258.6 mmol) at 90° C. for 20 hours with stirring. Excess N,N-dimethylformamide dimethylacetal was removed by vacuum distillation, and the reaction mixture was dissolved in anhydrous ethanol (55 mL). To this solution was dropwise added hydrazine hydrate (2.59 mL, 51.72 mmol), and stirred at room temperature for 12 hours. After completion of the cyclization, the solvent was removed by vacuum distillation. The concentrate was treated in water and ethyl acetate, and the organic layer was dried over anhydrous magnesium sulfate, filtered and distilled under vacuum. Purification by column chromatography gave the title compound (6.35 g, 78.6%).

Provenance & Evidence