Isopropanol → trans-2-(2-Methylpyrazolo[1,5-a]pyridin-4-yl)cyclopropanecarbaldehyde

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Reaction Steps

Trans-[2-(2-methylpyrazolo[1,5-a]pyridin-4-yl)cyclopropyl]methanol (2000 mg, 9.89 mmol), 4 Å molecular sieves (800 mg), 4-methylmorpholine N-oxide (1.74 g, 14.8 mmol) and tetra-n-propylammonium perruthenate(VII) (174 mg, 0.494 mmol) were dissolved in acetonitrile (100 mL), and the mixture was stirred at room temperature for 2 hr. 2-Propanol was added and the mixture was stirred for 30 min, diluted with ethyl acetate, and washed with water and saturated brine. The organic layer was dried over anhydrous sodium sulfate and the solvent was evaporated under reduced pressure. The residue was purified by silica gel column chromatography (ethyl acetate) to give the title compound (1.62 g, yield 82%).

Provenance & Evidence