Pyridine → HCID 58244310, compound

Participants

Reaction Conditions

Reaction Steps

3-chloro-N′-{2-methyl-2-[4-(trifluoromethyl)phenoxy]propanoyl}isonicotinohydrazide (282 mg) was dissolved in dichloromethane (5 ml) and pyridine (130 μl) was added thereto. The reaction solution was cooled to −10° C., trifluoromethanesulfonic anhydride (230 μl) was added thereto, followed by standing to warm to room temperature and then stirring overnight. The reaction solution was diluted with saturated aqueous sodium bicarbonate, the organic layer was separated and the aqueous layer was extracted with chloroform. The combined organic layer was dried over anhydrous sodium sulfate and concentrated under reduced pressure. The resulting residue was purified by silica gel column chromatography (hexane:ethyl acetate=9:1) to obtain 3-chloro-4-(5-{1-methyl-1-[4-(trifluoromethyl)phenoxy]ethyl}-1,3,4-oxadiazol-2-yl)pyridine (231 mg) as a light yellow solid.

Provenance & Evidence