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

HRID 2108739ノート

反応式

HRID 2108739 の反応式
[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

参加物

4

反応物 2

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒2 回

実験手順

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).

後処理

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

出典と根拠

ORDレコード
ord-fb6d70854c7547e5a9b8229033fd6e68
出典データセット
uspto-grants-2009_04
特許番号
US07514448B2

反応ノート

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