Tetrabutylammonium Fluoride → 5-Fluoro-1H-pyrrolo[2,3-b]pyridine

HRID 2108739노트

반응식

HRID 2108739 반응식
[F-].C([N+](CCCC)(CCCC)CCCC)CCC.[F:19][C:20]1[CH:21]=[C:22]2[CH:28]=[CH:27][N:26]([Si](C(C)C)(C(C)C)C(C)C)[C:23]2=[N:24][CH:25]=1>C1COCC1>[F:19][C:20]1[CH:21]=[C:22]2[CH:28]=[CH:27][NH:26][C:23]2=[N:24][CH:25]=1

참가 물질

4

반응물 2

HCID 2724141Tetrabutylammonium FluorideHCID 242292265-Fluoro-1-[tri(propan-2-yl)silyl]-1H-pyrrolo[2,3-b]pyridine

생성물 1

HCID 207844625-Fluoro-1H-pyrrolo[2,3-b]pyridine

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매2회

실험 절차

Tetrabutylamonium fluoride, 1M in THF (2 mL), was added to a stirred solution of 5-fluoro-1-(triisopropylsilyl)-1H-pyrrolo[2,3-b]pyridine (1 g, 3.94 mmol) in THF (10 mL) at room temperature and stirred for 15 min. The solvent was evaporated and the crude product was purified by Biotage HPFC system (40-75% EtOAc/Hexane) to afford 5-fluoro-1H-pyrrolo[2,3-b]pyridine as a white solid (0.45 g, 84); Mass Spec.; MS 137 (M+1); 1H NMR(DMSO-d6, 500 MHz) δ 11.75(s, 1H), 8.17(t,1H), 7.81(dd,1H), 7.55(t,1H), 6.44(dd,1H).

후처리

  1. customThe solvent was evaporated
  2. customthe crude product was purified by Biotage HPFC system (40-75% EtOAc/Hexane)

출처 및 근거

ORD 기록
ord-fb6d70854c7547e5a9b8229033fd6e68
출처 데이터셋
uspto-grants-2009_04
특허 번호
US07514448B2

반응 노트

불러오는 중…