Nitromalonaldehyde → 5-Nitro-1-(tetrahydro-2H-pyran-4-yl)-1H-pyrazolo[3,4-b]pyridine

Participants

Reaction Conditions

Reaction Steps

To a solution of 1-(tetrahydro-2H-pyran-4-yl)-1H-pyrazol-5-amine (1.6 g, 9.6 mmol) in 70% acetic acid (15 mL) is added nitromalonaldehyde (1.3 g, 9.6 mmol) and the reaction mixture is heated to 108° C. for 3 h. The solvent is evaporated under reduced pressure and the residue is purified by flash column chromatography using a gradient of 20% ethyl acetate/petroleum ether to afford the title compound as a pale yellow solid (1.6 g, 70%).

Provenance & Evidence