5-Azaindole → 3-Chloro-1H-pyrrolo[3,2-c]pyridine

HRID 2201811ノート

反応式

HRID 2201811 の反応式
[NH:1]1[C:9]2[CH:8]=[CH:7][N:6]=[CH:5][C:4]=2[CH:3]=[CH:2]1.[Cl:10]N1C(=O)CCC1=O>ClCCl>[Cl:10][C:3]1[C:4]2[CH:5]=[N:6][CH:7]=[CH:8][C:9]=2[NH:1][CH:2]=1

参加物

4

反応物 2

HCID 92205-AzaindoleHCID 31398Chlorosuccinimide

生成物 1

HCID 247292153-Chloro-1H-pyrrolo[3,2-c]pyridine収率 40%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒2 回

実験手順

A solution of 1H-pyrrolo[3,2-c]pyridine (200 mg, 1.69 mmol) in dichloromethane (10 ml) was treated with N-chlorosuccinimide (339 mg, 2.5 mmol) and stirred at room temperature for 5 hours. The reaction mixture was diluted with dichloromethane and washed with aqueous sodium hydrogen carbonate solution, brine, dried over anhydrous sodium sulfate and concentrated. Purification from silica gel column chromatography using methanol and dichloromethane gradient afforded 3-chloro-1H-pyrrolo[3,2-c]pyridine (98 mg, 40%).

後処理

  1. washwashed with aqueous sodium hydrogen carbonate solution, brine
  2. dry with materialdried over anhydrous sodium sulfate
  3. concentrationconcentrated
  4. customPurification from silica gel column chromatography

出典と根拠

ORDレコード
ord-9bd465fd2cc74f68b4ca3b8813d9f532
出典データセット
uspto-grants-2016_06
特許番号
US09364466B2

反応ノート

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