Sodium Bicarbonate → HCID 67300411, compound

Participants

Reaction Steps

Reflux 2,2-dimethyl-butyric acid hydrazide (0.053 g, 0.48 mmol) and 5-(2-methoxy-3,4,5,6-tetrahydropyridin-4-yl)-3-phenyl-1,2,4-oxadiazole (0.1 g, 0.39 mmol) in methanol (1.55 mL) overnight. Remove the methanol under reduced pressure and replace with acetic acid (2 mL). Reflux the reaction for 3 hours and pour over aqueous saturated sodium bicarbonate. Extract with dichloromethane and dry the organics over anhydrous sodium sulfate, filter, and concentrate under reduced pressure. Purify the resulting residue by flash chromatography eluting with 5-15% ethyl acetate in dichloromethane. Recrystallize from ethyl acetate and hexane to afford the title compound as a crystalline solid (0.078 g). Mass spectrum (m/z): 338 (M+1).

Provenance & Evidence