Dimethylformamide → HCID 136059242, compound

Participants

Reaction Steps

Process 3: 1,1′-Carbonyldiimidazole (490 mg, 3.02 mmol) and 1,8-diazabicyclo[5.4.0]undec-7-ene (460 mg, 3.02 mmol) were added to dimethylformamide solution (25 mL) of 2-{5-{[4-butyl-2-methyl-6-oxo-1-(pyridin-2-yl)-1,6-dihydropyrimidin-5-yl]methyl}pyridin-2-yl}-N′-hydroxybenzimidamide (430 mg, 0.918 mmol) and stirred for 3 hours at room temperature. Once the reaction is completed, the reaction mixture was added water and extracted with ethyl acetate. The organic layer was combined, washed with water and brine, dried over anhydrous sodium sulfate, and concentrated in vacuo. The obtained residues were purified by silica gel column chromatography (ethyl acetate) to give 3-{2-{5-{[4-butyl-2-methyl-6-oxo-1-(pyridin-2-yl)-1,6-dihydropyrimidin-5-yl]methyl}pyridin-2-yl}phenyl}-1,2,4-oxadiazol-5(4H)-one (160 mg, 35%, two step yield) as weak yellow oil.

Provenance & Evidence