1,1'-Carbonyldiimidazole → 5-bromo-6-fluoro-1H-indole-7-carboxamide

HRID 387307노트

반응식

HRID 387307 반응식
C1N=C[N:3](C(N2C=NC=C2)=O)C=1.[Br:13][C:14]1[CH:15]=[C:16]2[C:20](=[C:21]([C:24]([OH:26])=O)[C:22]=1[F:23])[NH:19][CH:18]=[CH:17]2>C(Cl)Cl>[Br:13][C:14]1[CH:15]=[C:16]2[C:20](=[C:21]([C:24]([NH2:3])=[O:26])[C:22]=1[F:23])[NH:19][CH:18]=[CH:17]2

참가 물질

4

반응물 2

HCID 682631,1'-CarbonyldiimidazoleHCID 593327305-bromo-6-fluoro-1H-indole-7-carboxylic acid

생성물 1

HCID 593326505-bromo-6-fluoro-1H-indole-7-carboxamide

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

CDI (0.7 g, 4.3 mmol) was added in portions to a stirred solution/suspension of 5-bromo-6-fluoro-1H-indole-7-carboxylic acid (1.0 g, 3.9 mmol) in DCM (20 mL). The mixture was stirred at room temperature for 1 hour and then heated at reflux for 30 min. The mixture was cooled in ice, and NH3 gas was bubbled through the solution for 30 min. The reaction mixture stirred at room temperature overnight. The resulting solid was filtered off and triturated sequentially with water, ether and IPA giving 260 mg (26%) of the title compound as a brown solid.

후처리

  1. temperatureheated
  2. temperatureat reflux for 30 min
  3. temperatureThe mixture was cooled in ice
  4. customNH3 gas was bubbled through the solution for 30 min
  5. stirringThe reaction mixture stirred at room temperature overnight
  6. filtrationThe resulting solid was filtered off
  7. customtriturated sequentially with water, ether and IPA giving 260 mg (26%) of the title compound as a brown solid

출처 및 근거

ORD 기록
ord-187b377cac044c58b250c2644d12e187
출처 데이터셋
uspto-grants-2013_02
특허 번호
US08372875B2

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