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Huagongshe화공사 화학 정보 인쇄 보고서 · 연구 참고용
HRID 1718752생성일: 2026년 10월 25일

Dimethyl Sulfoxide → 3-(3-isopropoxyphenyl)-2-methyl-5-{[2'-(5-oxo-4,5-dihydro-1,2,4-oxadiazol-3-yl)biphenyl-4-yl]methyl}-6-propylpyrimidin-4(3H)-one

https://huagongshe.com/reaction/1718752

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참여 물질

역할이름HCID투입량
반응물Dimethyl SulfoxideHCID 679—
반응물Hydroxylamine HClHCID 21645—
반응물Sodium BicarbonateHCID 516892—
반응물4'-{[1-(3-Isopropoxyphenyl)-2-methyl-6-oxo-4-propyl-1,6-dihydropyrimidin-5-yl]methyl}biphenyl-2-carbonitrileHCID 57460675—
용매WaterHCID 962—
용매Ethyl AcetateHCID 8857—
생성물3-(3-isopropoxyphenyl)-2-methyl-5-{[2'-(5-oxo-4,5-dihydro-1,2,4-oxadiazol-3-yl)biphenyl-4-yl]methyl}-6-propylpyrimidin-4(3H)-oneHCID 13614687268.9%

반응 조건

온도40 °C

반응 단계

A mixture of hydroxylammonium chloride (1.81 g), sodium hydrogen carbonate (2.62 g) and dimethyl sulfoxide (13 mL) was stirred at 40° C. for 30 min, 4′-{[1-(3-isopropoxyphenyl)-2-methyl-6-oxo-4-propyl-1,6-dihydropyrimidin-5-yl]methyl}biphenyl-2-carbonitrile (1.24 g) was added, and the mixture was stirred at 90° C. for 18 hr. The reaction mixture was allowed to cool to room temperature, ethyl acetate and water were added, and the mixture was extracted with ethyl acetate. The organic layer was washed with saturated brine and dried over anhydrous magnesium sulfate. The solvent was evaporated and the residue was dissolved in tetrahydrofuran (13 mL). N,N′-carbonyldiimidazole (0.51 g) and then 1,8-diazabicyclo[5.4.0]undec-7-ene (0.47 mL) were added, and the mixture was stirred at room temperature for 3 hr. The reaction mixture was diluted with ethyl acetate, washed with 1 M hydrochloric acid and then with saturated brine, and dried over anhydrous magnesium sulfate. The solvent was evaporated under reduced pressure and the residue was purified by silica gel column chromatography to give the title compound as colorless crystals (0.96 g, 68%).

출처 및 근거

DOI10.6084/m9.figshare.5104873.v1
특허 번호US07803940B2
출처 데이터셋uspto-grants-2010_09
ORD IDord-a28afaac530f4497b99d5258ee9d8409
출처 메모uspto-grants-2010_09