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

HRID 2201812노트

반응식

HRID 2201812 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 (332 mg, 2.5 mmol) and stirred at room temperature for about 5 hours. The reaction mixture was diluted with dichloromethane and washed with aq. sodium hydrogen carbonate solution, brine, dried over anhydrous sodium sulphate and concentrated. Purification by silica gel (100-200) column chromatography using methanol and dichloromethane gradient as eluent afforded 3-chloro-1H-pyrrolo[3,2-c]pyridine (103 mg, 40%).

후처리

  1. washwashed with aq. sodium hydrogen carbonate solution, brine
  2. dry with materialdried over anhydrous sodium sulphate
  3. concentrationconcentrated
  4. customPurification by silica gel (100-200) column chromatography

출처 및 근거

ORD 기록
ord-deb76b152878457689098d5831539c3a
출처 데이터셋
uspto-grants-2016_06
특허 번호
US09364466B2

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