Hydrochloric Acid → 4-({[6-Chloro-3,5-dicyano-4-(4-fluorophenyl)pyridin-2-yl]oxy}methyl)-N-methylpyridine-2-carboxamide

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Reaction Steps

500 mg (1.24 mmol) of 4-({[6-amino-3,5-dicyano-4-(4-fluorophenyl)pyridin-2-yl]oxy}methyl)-N-methylpyridine-2-carboxamide (Example 21) were suspended in ice-cooled conc. hydrochloric acid. 257 mg (3.73 mmol) of sodium nitrite were added in portions, and the reaction mixture was then warmed to RT and stirred at RT for 1 h. 25 ml of water were added, and the reaction mixture was extracted three times with dichloromethane. The combined organic phases were washed three times with saturated aqueous sodium chloride solution, dried over magnesium sulfate, filtered and evaporated. The residue was purified by preparative HPLC (Chromasil, water/acetonitrile).

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