Cesium carbonate → 7-iodo-2-(2-(tetrahydro-2H-pyran-2-yloxy)ethyl)-2H-pyrazolo[4,3-b]pyridine

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Reaction Conditions

Reaction Steps

7-Iodo-2H-pyrazolo[4,3-b]pyridine (200 mg, 0.816 mmol), 2-(2-bromoethoxy)tetrahydro-2H-pyran (0.123 mL, 0.816 mmol) and Cs2CO3 (266 mg, 0.816 mmol) were combined in DMF (5 mL). The mixture was heated at 120° C. for 30 minutes using a microwave. The crude reaction mixture was purified by preparative HPLC using a Sunfire Prep 5 μm C18, 75×30 mm column eluting with a gradient of 10-50% acetonitrile (containing 0.035% TFA) in water (containing 0.05% TFA) to afford 7-iodo-2-(2-(tetrahydro-2H-pyran-2-yloxy)ethyl)-2H-pyrazolo[4,3-b]pyridine (74 mg, 0.198 mmol, 24.29% yield) and 7-iodo-1-(2-(tetrahydro-2H-pyran-2-yloxy)ethyl)-1H-pyrazolo[4,3-b]pyridine (20 mg, 0.054 mmol, 6.57% yield). MS [M+H] found 374.0.

Provenance & Evidence