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

HRID 250573

反応式

HRID 250573 の反応式
[Cl:1][C:2]1[CH:3]=[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.[F-].C([N+](CCCC)(CCCC)CCCC)CCC>O1CCCC1>[Cl:1][C:2]1[CH:3]=[C:4]2[CH:10]=[CH:9][NH:8][C:5]2=[N:6][CH:7]=1

参加物

4

反応物 2

HCID 2724141Tetrabutylammonium FluorideHCID 242292415-Chloro-1-triisopropylsilanyl-1H-pyrrolo[2,3-b]pyridine

生成物 1

HCID 242292135-Chloro-1H-pyrrolo[2,3-b]pyridine

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

To 5-chloro-1-triisopropylsilanyl-1H-pyrrolo[2,3-b]pyridine (79, 1.40 g, 4.53 mmol) in tetrahydrofuran (15 mL) was added tetra-n-butylammonium fluoride (1.42 g, 5.43 mmol). The reaction mixture was stirred at room temperature for 10 minutes. The reaction mixture was concentrated and isolated by silica gel column chromatography eluting with 30% ethyl acetate in hexane to give the compound (80, 0.40 g. 58% over 2 steps). MS (ESI)[M−H+]−=153.1.

後処理

  1. concentrationThe reaction mixture was concentrated
  2. customisolated by silica gel column chromatography
  3. washeluting with 30% ethyl acetate in hexane
  4. customto give the compound (80, 0.40 g. 58% over 2 steps)

出典と根拠

ORDレコード
ord-36bf6d51dfd64f6bafedc801b681833f
出典データセット
uspto-grants-2011_01
特許番号
US07863288B2

関連ノート

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