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Huagongshe화공사 화학 정보 인쇄 보고서 · 연구 참고용
HRID 539065생성일: 2026년 10월 26일

Sodium Carbonate → (S)-4-ethyl-3-(3-(4-(1-((2-(trimethylsilyl)ethoxy)methyl)-1H-1,2,4-triazol-3-yl)phenyl)pyrazolo[1,5-a]pyrimidin-5-yl)oxazolidin-2-one

https://huagongshe.com/reaction/539065

반응식

참여 물질

역할이름HCID투입량
반응물Sodium CarbonateHCID 10340—
반응물2-Dicyclohexylphosphino-2',4',6'-triisoprophylbiphenylHCID 11155794—
반응물3-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)-1-((2-(trimethylsilyl)ethoxy)methyl)-1H-1,2,4-triazoleHCID 59525570—
반응물(S)-3-(3-bromopyrazolo[1,5-a]pyrimidin-5-yl)-4-ethyloxazolidin-2-oneHCID 67033956—
촉매Bis(dibenzylideneacetone)palladiumHCID 9811564—
용매1,4-DioxaneHCID 31275—
생성물(S)-4-ethyl-3-(3-(4-(1-((2-(trimethylsilyl)ethoxy)methyl)-1H-1,2,4-triazol-3-yl)phenyl)pyrazolo[1,5-a]pyrimidin-5-yl)oxazolidin-2-oneHCID 6808886947%

반응 조건

온도90 °C

반응 단계

To a sealed tube was added (S)-3-(3-bromopyrazolo[1,5-a]pyrimidin-5-yl)-4-ethyloxazolidin-2-one (0.100 g, 0.321 mmol), 3-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)-1-((2-(trimethylsilyl)ethoxy)methyl)-1H-1,2,4-triazole (0.168 g, 0.418 mmol) and 2.0 M Na2CO3 (0.482 mL, 0.964 mmol) in dioxane (1.6 mL). The mixture was degassed by bubbling N2 through the solution. Pd2 dba3 (0.0147 g, 0.0161 mmol), and dicyclohexyl(2′,4′,6′-triisopropylbiphenyl-2-yl)phosphine (0.0153 g, 0.0321 mmol) were added and the vessel was sealed under a N2 atmosphere. The mixture was heated at 90° C. for 18 hours. The reaction mixture was cooled to ambient temperature, filtered through glass fiber filter paper, concentrated and purified on silica gel (1-55% EtOAc in DCM) to provide (S)-4-ethyl-3-(3-(4-(1-((2-(trimethylsilyl)ethoxy)methyl)-1H-1,2,4-triazol-3-yl)phenyl)pyrazolo[1,5-a]pyrimidin-5-yl)oxazolidin-2-one (0.076 g, 47% yield) as a yellow gum.

출처 및 근거

DOI10.6084/m9.figshare.5104873.v1
특허 번호US08865726B2
출처 데이터셋uspto-grants-2014_10
ORD IDord-1e3ef9dc77dc439c913624604e1cf6de
출처 메모uspto-grants-2014_10