Tetrabutylammonium Fluoride → 5-Chloro-4-fluoro-1H-pyrrolo[2,3-B]pyridine
반응식
[Cl:1][C:2]1[C:3]([F:21])=[C:4]2[CH:10]=[CH:9][N:8]([Si](C(C)C)(C(C)C)C(C)C)[C:5]2=[N:6][CH:7]=1.CCCC[N+](CCCC)(CCCC)CCCC.[F-]>C1COCC1>[Cl:1][C:2]1[C:3]([F:21])=[C:4]2[CH:10]=[CH:9][NH:8][C:5]2=[N:6][CH:7]=1참가 물질
4
실험 절차
5-Chloro-4-fluoro-1-(triisopropylsilyl)-1H-pyrrolo[2,3-b]pyridine (3.0 g, 9.18 mmol) was placed in THF (15 mL) at 0° C. TBAF (10.094 mL, 10.094 mmol) was added dropwise and stirred for 30 minutes. The reaction was then quenched with saturated aqueous NaHCO3 and extracted into DCM. The combined organic fractions were dried, filtered, and concentrated to give the crude product that was purified by column chromatography (500:6 DCM:MeOH) to give 5-chloro-4-fluoro-1H-pyrrolo[2,3-b]pyridine (1.4 g, 89% yield).
후처리
- customThe reaction was then quenched with saturated aqueous NaHCO3
- extractionextracted into DCM
- customThe combined organic fractions were dried
- filtrationfiltered
- concentrationconcentrated
- customto give the crude product that
- customwas purified by column chromatography (500:6 DCM:MeOH)
출처 및 근거
- ORD 기록
- ord-06ab16ebea434e0988b3a7ecd7215220
- 출처 데이터셋
- uspto-grants-2014_06
- 특허 번호
- US08758830B2
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