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Huagongshe화공사 화학 정보 인쇄 보고서 · 연구 참고용
HRID 632178생성일: 2026년 10월 25일

Cesium carbonate → 6-(3-Chloro-phenyl)-5-(3,3-difluoro-azetidin-1-yl)-pyridine-2-carboxylic acid

https://huagongshe.com/reaction/632178

반응식

참여 물질

역할이름HCID투입량
반응물Cesium carbonateHCID 10796—
반응물(3-Chlorophenyl)boronic acidHCID 2734323—
반응물6-Chloro-5-(3,3-difluoroazetidin-1-yl)-pyridine-2-carboxylic acid methyl esterHCID 86674753—
촉매HCID 178418807HCID 178418807—
용매WaterHCID 962—
용매DimethylformamideHCID 6228—
생성물6-(3-Chloro-phenyl)-5-(3,3-difluoro-azetidin-1-yl)-pyridine-2-carboxylic acidHCID 7108767330%

반응 조건

온도100 °C

반응 단계

6-Chloro-5-(3,3-difluoroazetidin-1-yl)-pyridine-2-carboxylic acid methyl ester (Example 69 a, 0.3 g, 1.15 mmol), 1,1′-bis(diphenylphosphino)ferrocene-palladium(II)dichloride methylene chloride complex (CAN 72287-26-4, 47 mg, 0.058 mmol) and cesium carbonate (CAN 534-17-8, 0.56 g, 1.72 mmol) were added to a solution of 3-chlorophenylboronic acid (CAN 63503-60-6, 0.27 g, 1.72 mmol) in water (20 mL) and DMF (10 mL). The mixture was stirred for 48 h at 100° C. The reaction mixture was adjusted to pH=3 and extracted with methylene chloride (3×20 mL). The organic layers were combined, dried over sodium sulfate and concentrated to give the crude product (110 mg, 30%); MS (EI): 325.0 [M+H]+.

출처 및 근거

DOI10.6084/m9.figshare.5104873.v1
특허 번호US09321727B2
출처 데이터셋uspto-grants-2016_04
ORD IDord-42d46dd682da42b88c52239306ee1fe1
출처 메모uspto-grants-2016_04