Dimethylformamide → HCID 136059242, compound

Participants

Reaction Steps

Process 3: 1,1′-carbonyldiimidazole (490 mg, 3.02 mmol) and 1,8-diazabicyclo[5.4.0]undeca-7-ene (460 mg, 3.02 mmol) were added to a dimethylformamide (25 mL) solution 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 the reaction solution was stirred at room temperature for 3 hours. After completion of the reaction, the reaction solution 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 residues obtained were purified by silica gel column chromatography (ethyl acetate), to obtain 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%, 2-step yield) as a pale yellow oil.

Provenance & Evidence