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Methyl iodide → 6-Bromo-1-methyl-1H-pyrrolo[2,3-b]pyridine

HRID 1399860
ノート
印刷プレビュー

反応式

HRID 1399860 の反応式
[Br:1][C:2]1[N:7]=[C:6]2[NH:8][CH:9]=[CH:10][C:5]2=[CH:4][CH:3]=1.[H-].[Na+].[CH3:13]I>CN(C=O)C>[Br:1][C:2]1[N:7]=[C:6]2[N:8]([CH3:13])[CH:9]=[CH:10][C:5]2=[CH:4][CH:3]=1
参加物実験手順後処理出典と根拠反応ノート

参加物

5

反応物 3

HCID 6328Methyl iodideHCID 24758Sodium hydrideHCID 111599156-Bromo-7-azaindole

生成物 1

HCID 867292686-Bromo-1-methyl-1H-pyrrolo[2,3-b]pyridine収率 37.2%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

To a solution of 6-bromo-1H-pyrrolo[2,3-b]pyridine (500 mg, 2.55 mmol) in DMF (10 mL) was added NaH (306 mg, 7.65 mmol, m %/60%). The mixture was stirred at room temperature for 1 h and then MeI (398 mg, 2.8 mmol) was added. The reaction mixture was then stirred at room temperature for 4 h after which, TLC showed the completion of the reaction. The reaction mixture was quenched by addition of water and then extracted with EtOAc. Combined organic layers were concentrated and the residue was purified by Prep-TLC (PE:EA=5:1) to give the desired product (200 mg) which was used directly in the next step.

後処理

  1. stirringThe reaction mixture was then stirred at room temperature for 4 h after which, TLC
  2. customthe completion of the reaction
  3. customThe reaction mixture was quenched by addition of water
  4. extractionextracted with EtOAc
  5. concentrationCombined organic layers were concentrated
  6. customthe residue was purified by Prep-TLC (PE:EA=5:1)

出典と根拠

ORDレコード
ord-365179b914cd4d02b722d565eb1b10f1
出典データセット
uspto-grants-2014_12
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08906900B2

反応ノート

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