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Huagongshe화공사 화학 정보 인쇄 보고서 · 연구 참고용
HRID 925323생성일: 2026년 10월 26일

Dimethylformamide → 2-(5,6-Dichloro-2-(triethylsilyl)-1H-indol-3-yl)ethanol

https://huagongshe.com/reaction/925323

반응식

참여 물질

역할이름HCID투입량
반응물DimethylformamideHCID 6228—
반응물Sodium CarbonateHCID 10340—
반응물Lithium ChlorideHCID 433294—
반응물4-(Triethylsilyl)-3-butyn-1-olHCID 2760694—
반응물2-Amino-5-chloro-3-iodopyridineHCID 11076010—
촉매HCID 178478483HCID 178478483—
생성물1H-Pyrrolo[2,3-B]pyridine-3-ethanol, 5-chloro-2-(triethylsilyl)-HCID 11056023—
생성물2-(5,6-Dichloro-2-(triethylsilyl)-1H-indol-3-yl)ethanolHCID 6797332379%

반응 단계

2-(5-chloro-2-(triethylsilyl)-1H-pyrrolo[2,3-b]pyridin-3-yl)ethanol was prepared according to method D Step II with 5-chloro-3-iodopyridin-2-amine (2 g; 7.86 mmol), 4-(triethylsilyl)but-3-yn-1-ol (4.35 g; 23.58 mmol); (1,1′-bis(diphenylphosphino)ferrocene)-dichloromethane (0.321 g; 0.393 mmol), lithium chloride (0.333 g; 7.86 mmol) and sodium carbonate (1.67 g; 15.72 mmol) in DMF (15 mL) for approximately 20 hours. The crude material was purified by flash chromatography on silica gel (eluent 2 to 20% ethyl acetate in heptane) to afford 1.44 g (79%) of 2-(5,6-dichloro-2-(triethylsilyl)-1H-indol-3-yl)ethanol as a brown oil. The crude material was purified by flash chromatography on silica gel (eluent 7 to 80% of ethyl acetate in heptane) to give 2.15 g (88%) of 2-(5-chloro-2-(triethylsilyl)-1H-pyrrolo[2,3-b]pyridin-3-yl)ethanol as a white solid.

출처 및 근거

DOI10.6084/m9.figshare.5104873.v1
특허 번호US09284271B2
출처 데이터셋uspto-grants-2016_03
ORD IDord-4eacd43ffad54274a70e83131af6f831
출처 메모uspto-grants-2016_03