2-Fluoro-6-(4-methyl-1-piperazinyl)pyridine-3-carboxaldehyde acetylhydrazone → 1-Methyl-6-(4-methyl-1-piperazinyl)-1H-pyrazolo[3,4-b]pyridine

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Reaction Steps

2-Fluoro-6-(4-methyl-1-piperazinyl)pyridine-3-carboxaldehyde acetylhydrazone (2.30 g, 8.23 mmole) was warmed at 90° C. in 10 mL of methylhydrazine. After 30 minutes the reaction mixture was concentrated under reduced pressure and the resulting solid triturated with water. The product was filtered off and the aqueous filtrate was extracted three times with CH2Cl2. The CH2Cl2 was evaporated and the residual product was combined with the product that had been previously filtered off and the two were recrystallized together from pentane, giving 1.37 g (72%), mp 106°-107° C.

Provenance & Evidence