돌아가기
Huagongshe화공사 화학 정보 인쇄 보고서 · 연구 참고용
HRID 1718390생성일: 2026년 10월 26일

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

https://huagongshe.com/reaction/1718390

반응식

참여 물질

역할이름HCID투입량
반응물Dimethyl SulfoxideHCID 679—
반응물Hydroxylamine HClHCID 21645—
반응물Sodium BicarbonateHCID 516892—
반응물4'-({4-Butyl-1-[(6-methoxypyridin-3-yl)methyl]-2-methyl-6-oxo-1,6-dihydropyrimidin-5-yl}methyl)biphenyl-2-carbonitrileHCID 57460228—
용매Ethyl AcetateHCID 8857—
생성물6-butyl-3-[(6-methoxypyridin-3-yl)methyl]-2-methyl-5-{[2'-(5-oxo-4,5-dihydro-1,2,4-oxadiazol-3-yl)biphenyl-4-yl]methyl}pyrimidin-4(3H)-oneHCID 13602683832%

반응 조건

온도40 °C

반응 단계

A mixture of hydroxylammonium chloride (2.37 g), sodium hydrogen carbonate (3.83 g) and dimethyl sulfoxide (15 mL) was stirred at 40° C. for 30 min, 4′-({4-butyl-1-[(6-methoxypyridin-3-yl)methyl]-2-methyl-6-oxo-1,6-dihydropyrimidin-5-yl}methyl)biphenyl-2-carbonitrile (1.09 g) was added, and the mixture was stirred at 90° C. for 16 hr. The reaction mixture was diluted with ethyl acetate, washed with water and then with saturated brine, and dried over anhydrous magnesium sulfate. The solvent was evaporated under reduced pressure and the residue was dissolved in tetrahydrofuran (20 mL), N,N′-carbonyldiimidazole (0.44 g) and then 1,8-diazabicyclo[5.4.0]undec-7-ene (0.38 mL) were added, and the mixture was stirred at room temperature for 2 hr. The reaction mixture was adjusted to pH 5 with water and 1 M hydrochloric acid, and extracted with ethyl acetate. The ethyl acetate layer was washed 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 a colorless solid (0.38 g, 32%).

출처 및 근거

DOI10.6084/m9.figshare.5104873.v1
특허 번호US07803940B2
출처 데이터셋uspto-grants-2010_09
ORD IDord-0dd4de77119d4806a7d4ba95866cfbd0
출처 메모uspto-grants-2010_09