Sodium hydride → 6-fluoro-7-iodo-2-(2-methoxyethyl)-2H-pyrazolo[4,3-b]pyridine

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Reaction Steps

6-Fluoro-7-iodo-1H-pyrazolo[4,3-b]pyridine (150 mg, 0.570 mmol) was dissolved in DMF (5 mL) and sodium hydride (34.2 mg, 0.855 mmol) was added slowly, followed by 1-bromo-2-methoxyethane (0.080 ml, 0.855 mmol). After 90 minutes, the reaction was quenched with crushed ice and the reaction mixture was purified by preparative HPLC eluting with 20/80 (v/v) water/acetonitrile in 10 mmol NH4HCO3 in water on a Phenomenex Gemini Prep 5 μm C18, 75×30 mm column) to give 6-fluoro-7-iodo-2-(2-methoxyethyl)-2H-pyrazolo[4,3-b]pyridine (52 mg, 28.4% yield) as white solid. MS [M+H] found 322.1

Provenance & Evidence