Sodium hydride → 1-[6-Fluoro-5-(trifluoromethyl)-2-pyridyl]-6-(6-methylpyrazin-2-yl)pyrazolo[4,3-c]pyridine

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Reaction Steps

To a mixture of 6-(6-methylpyrazin-2-yl)-1H-pyrazolo[4,3-c]pyridine (1.008 mmol; 213.0 mg) in Dimethylformamide (10 mL) at 0° C. was added sodium hydride (60% in mineral oil; 1.210 mmol; 48.40 mg). The resulting mixture was stirred for 10 min. 2,6-difluoro-3-(trifluoromethyl)pyridine (1.008 mmol; 184.6 mg) was then added. The reaction was stirred and allowed to warm to room temperature and stirred for 4 hours. The mixture was quenched with water, and extracted with EtOAc. The organic layer was washed with brine, and then concentrated. The residue was purified on silica eluted with 0 to 100% EtOAc in Heptane. 1-[6-fluoro-5-(trifluoromethyl)-2-pyridyl]-6-(6-methylpyrazin-2-yl)pyrazolo[4,3-c]pyridine was obtained as the most abundant isomer (173.6 mg, 46%).

Provenance & Evidence