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Huagongshe화공사 화학 정보 인쇄 보고서 · 연구 참고용
HRID 2089011생성일: 2026년 10월 27일

Cesium carbonate → N-[6-chloro-4-(1H-pyrrolo[2,3-b]pyridin-3-yl)pyridin-2-yl]-2,6-difluorobenzamide

https://huagongshe.com/reaction/2089011

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참여 물질

역할이름HCID투입량
반응물Cesium carbonateHCID 10796—
반응물2,6-DifluorobenzamideHCID 87439—
반응물1,1'-(9,9-Dimethyl-9H-xanthene-4,5-diyl)bis(1,1-diphenylphosphine)HCID 636044—
반응물3-(2,6-dichloropyridin-4-yl)-1-(phenylsulfonyl)-1H-pyrrolo[2,3-b]pyridineHCID 86649869—
촉매palladium(II) acetateHCID 167845—
용매DimethylformamideHCID 6228—
용매1,4-DioxaneHCID 31275—
생성물N-[6-chloro-4-(1H-pyrrolo[2,3-b]pyridin-3-yl)pyridin-2-yl]-2,6-difluorobenzamideHCID 498303288.9%

반응 조건

온도50 °C

반응 단계

A mixture of Example 7a (0.100 g, 0.247 mmol), 2,6-difluorobenzamide (0.066 g, 0.421 mmol), cesium carbonate (0.105 g, 0.322 mmol), palladium (II) acetate (2.78 mg, 0.012 mmol), and Xantphos (10.73 mg, 0.019 mmol) in dioxane (3 mL) and DMF (0.1 mL) was heated at 150° C. for 30 minutes in a Biotage microwave reactor. The mixture was concentrated. The solid was suspended in dioxane (3 mL), treated with NaOH (20%, 0.10 mL), and heated at 50° C. for 3 hours. The reaction mixture was concentrated. The residue was stirred in water for 15 minutes, filtered, and purified by reverse-phase HPLC as described in Example 56 to give the title compound (8.5 mg) as trifluoroacetic acid salts. 1H NMR (500 MHz, DMSO-d6) ppm 7.24 (t, J=8.24 Hz, 2H), 7.30 (dd, J=8.09, 4.73 Hz, 1H), 7.52-7.65 (m, 2H), 7.70 (s, 1H), 8.34-8.41 (m, 3H), 8.65 (s, 1H), 11.66 (s, 1H), 12.41 (s, 1H). MS (ESI+) m/z 384.9 (M+H)+.

출처 및 근거

DOI10.6084/m9.figshare.5104873.v1
특허 번호US08435980B2
출처 데이터셋uspto-grants-2013_05
ORD IDord-d4bf6ab631d643248ea99f4a0b804ec7
출처 메모uspto-grants-2013_05