Acetonitrile → [5-Chloro-4-[(4-chlorophenylsulfonyl)(2,5-difluorophenyl)methyl]pyridin-2-yl]amine

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Reaction Steps

To an acetonitrile (4 ml)/water (1 ml) mixed solution of the 5-chloro-4-[(4-chlorophenylsulfonyl)(2,5-difluorophenyl)methyl]-2-(3,4-dimethoxybenzylamino)pyridine (43 mg, 0.074 mmol) obtained in Example 186 was added cerium (IV) diammonium nitrate (100 mg) under ice cooling. The resulting mixture was stirred for 1.5 hours. To the reaction mixture was added saturated sodium bicarbonate, followed by extraction with methylene chloride. The organic layer was dried over anhydrous sodium sulfate, and filtered. The filtrate was concentrated under reduced pressure. The residue thus obtained was purified by silica gel thin-layer chromatography (hexane:ethyl acetate=3:1) to give the title compound (12 mg, 0.028 mmol, 38%) as a pale yellowish white powder.

Provenance & Evidence