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Sodium ethoxide → 3-amino-6-bromo-4-fluoro-1H-indole-2-carboxylic acid amide

HRID 1182828
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반응식

HRID 1182828 반응식
[Br:1][C:2]1[CH:3]=[C:4]([F:15])[C:5]([C:13]#[N:14])=[C:6]([NH:8][CH2:9][C:10]([NH2:12])=[O:11])[CH:7]=1.CC[O-].[Na+]>CC(O)C>[NH2:14][C:13]1[C:5]2[C:6](=[CH:7][C:2]([Br:1])=[CH:3][C:4]=2[F:15])[NH:8][C:9]=1[C:10]([NH2:12])=[O:11]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

4

반응물 2

HCID 2723922Sodium ethoxideHCID 581184952-(5-Bromo-2-cyano-3-fluorophenylamino)acetamide

생성물 1

HCID 581185403-amino-6-bromo-4-fluoro-1H-indole-2-carboxylic acid amide수율 89%

시약·촉매·용매 1

HCID 3776Isopropanol용매

실험 절차

17.3 g (63.6 mmol) 2-(5-bromo-2-cyano-3-fluorophenylamino)acetamide was suspended in 150 ml 2-propanol and, after the addition of 10 ml NaOEt solution (21% in EtOH), the suspension was refluxed for 14 h. Having cooled down to room temperature, the solvent was concentrated and water was added. The resulting precipitate was sucked off and washed with water. 15.4 g (89%) 3-amino-6-bromo-4-fluoro-1H-indole-2-carboxylic acid amide was obtained. ESI-MS [m/z]: 272, 274 [M+H]+

후처리

  1. temperaturethe suspension was refluxed for 14 h
  2. concentrationthe solvent was concentrated
  3. additionwater was added
  4. washwashed with water

출처 및 근거

ORD 기록
ord-fe1d13a228ea46db9b291b37477cd410
출처 데이터셋
uspto-grants-2014_03
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08664233B2

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