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Huagongshe화공사 화학 정보 인쇄 보고서 · 연구 참고용
HRID 42138생성일: 2026년 10월 25일

Cesium carbonate → Tert-Butyl 4-[2-(4-methanesulfonylbenzoylamino)-pyridin-5-yl]-3,6-dihydro-2H-pyridine-1-carboxylate

https://huagongshe.com/reaction/42138

반응식

참여 물질

역할이름HCID투입량
반응물Cesium carbonateHCID 10796—
반응물Tert-butyl 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1,2,3,6-tetrahydropyridine-1-carboxylateHCID 4642098—
반응물N-(5-Bromopyridin-2-yl)-4-methanesulfonylbenzamideHCID 60650971—
촉매HCID 178477754HCID 178477754—
용매WaterHCID 962—
용매DimethylformamideHCID 6228—
생성물Tert-Butyl 4-[2-(4-methanesulfonylbenzoylamino)-pyridin-5-yl]-3,6-dihydro-2H-pyridine-1-carboxylateHCID 6708325822.4%

반응 조건

온도90 °C

반응 단계

To a solution of N-(5-bromopyridin-2-yl)-4-methanesulfonylbenzamide (287 mg, 0.81 mmol) and tert-butyl 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-3,6-dihydro-2H-pyridine-1-carboxylate (305 mg, 0.97 mmol) in dry N,N-dimethylformamide (10 mL) was added [1,1-bis(diphenylphosphino)ferrocene]dichloropalladium(II) (complex with dichloromethane) (33 mg, 0.040 mmol) and cesium carbonate (527 mg, 1.6 mmol). The mixture was stirred at 90° C. overnight under N2, allowed to cool to room temperature, diluted with water (10 mL) and extracted with ethyl acetate. The organic layer was washed with brine, dried over anhydrous sodium sulfate and concentrated under reduced pressure. The residue was purified by silica gel column chromatography (hexane/ethyl acetate=1/2) to give the title compound as a white crystal (83 mg, yield 22%).

출처 및 근거

DOI10.6084/m9.figshare.5104873.v1
특허 번호US08536176B2
출처 데이터셋uspto-grants-2013_09
ORD IDord-f4e9a30a2210477b8a0084f312a4c427
출처 메모uspto-grants-2013_09