Water → Ethanone, 2-bromo-1-(4-fluoro-1H-pyrrolo[2,3-b]pyridin-3-yl)-

HRID 2108735ノート

反応式

HRID 2108735 の反応式
[F:1][C:2]1[CH:7]=[CH:6][N:5]=[C:4]2[NH:8][CH:9]=[CH:10][C:3]=12.[Cl-].[Al+3].[Cl-].[Cl-].[Br:15][CH2:16][C:17](Br)=[O:18].O>ClCCl>[Br:15][CH2:16][C:17]([C:10]1[C:3]2[C:4](=[N:5][CH:6]=[CH:7][C:2]=2[F:1])[NH:8][CH:9]=1)=[O:18]

参加物

6

反応物 4

HCID 962WaterHCID 61147Bromoacetyl bromideHCID 6451240Aluminum(III) ChlorideHCID 112979984-Fluoro-1H-pyrrolo(2,3-b)pyridine

生成物 1

HCID 57421973Ethanone, 2-bromo-1-(4-fluoro-1H-pyrrolo[2,3-b]pyridin-3-yl)-

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

To a solution of 4-fluoro-1H-pyrrolo[2,3-b]pyridine (2.00 g, 0.0147 mol) (Org. Lett., 2003, 5, 5023-5025) in dichloromethane was added aluminum chloride (3.92 g, 0.0294 mol) in portions, the mixture was stirred at RT for 30 min, then bromoacetyl bromide (4.45 g, 0.022 mol) was added dropwise. The reaction mixture was stirred at 50° C. for 1 h, when TLC indicated no starting material. To the reaction mixture was added 150 mL water, and the resulting suspension was heated at 100° C. for 1 h, then filtered to afford the desired product, 90% pure. H NMR, DMSO-d6: 4.72(s, 2H), 7.12(m, 1H), 8.36(m, 1H), 8.67(s, 1H).

後処理

  1. stirringThe reaction mixture was stirred at 50° C. for 1 h
  2. temperaturethe resulting suspension was heated at 100° C. for 1 h
  3. filtrationfiltered

出典と根拠

ORDレコード
ord-f43fced1acc84e01a9a38feb9f7b5cd7
出典データセット
uspto-grants-2009_04
特許番号
US07514448B2

反応ノート

読み込み中…