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

HRID 2201811노트

반응식

HRID 2201811 반응식
[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

참가 물질

4

반응물 2

HCID 92205-AzaindoleHCID 31398Chlorosuccinimide

생성물 1

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

시약·촉매·용매 1

HCID 6344Dichloromethane용매2회

실험 절차

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%).

후처리

  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

출처 및 근거

ORD 기록
ord-9bd465fd2cc74f68b4ca3b8813d9f532
출처 데이터셋
uspto-grants-2016_06
특허 번호
US09364466B2

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