Ammonium formate → 5-[2-(tetrahydro-pyran-4-ylmethyl)-piperazin-1-yl]-1H-indazole

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Reaction Steps

To a mixture of 5-[4-benzyl-2-(tetrahydro-pyran-4-ylmethyl)-piperazin-1-yl]-1H-indazole (0.27 g, 0.7 mmol), Pd(OH)2 (0.050 g), in 75 mL MeOH was added ammonium formate (0.43 g, 6.9 mmol). The mixture was heated to reflux. After 1 hr the mixture was cooled, filtered through celite and concentrated in vacuo to give a crude solid. Purification via flash chromatography afforded 5-[2-(tetrahydro-pyran-4-ylmethyl)-piperazin-1-yl]-1H-indazole (0.13 g, 62%) as a white foam: 1H NMR (300 MHz, CDCl3) δ 7.97 (d, J=0.9 Hz, 1H), 7.40 (dd, J=9.6, 0.9 Hz, 1H), 7.23-7.11 (m, 2H), 3.94-3.80 (m, 2H), 3.63-3.52 (m, 2H), 3.37-2.89 (m, 8H), 1.68-0.97 (m, 7H)

Provenance & Evidence