Acetonitrile → 5-(pyridin-3-yl)-3-(pyridin-4-yl)-1H-pyrazolo[3,4-c]pyridine

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Reaction Conditions

Reaction Steps

To a microwave tube was added 3-iodo-5-(pyridin-3-yl)-1H-pyrazolo[3,4-c]pyridine from Example 4 (100 mg, 0.31 mmol), pyridin-4-ylboronic acid (190 mg, 1.55 mmol), Pd(dppf)Cl2 (50 mg, 0.06 mmol), sodium carbonate (131 mg, 1.24 mmol), 1,2-dimethoxyethane (2 mL), ethanol (0.3 mL) and water (0.3 mL). The tube was flushed with nitrogen for 2 minutes and heated in a Biotage microwave at 160° C. for 1 hour. The solvent was distilled off and the crude product was purified via reverse phase HPLC eluting with 15% CH3CN aqueous 10 mmol NH4HCO3 solution to afford 194 as a white solid (18 mg, 21%). 1H NMR (400 MHz, DMSO) 1H NMR (500 MHz, DMSO) δ 9.44 (s, 1H), 9.28 (s, 1H), 8.76-8.73 (m, 3H), 8.62-8.59 (m, 2H), 8.19 (d, J=6.0 Hz, 2H), 7.55-7.53 (m, 1H). ESI MS m/z=274 (M+1)

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