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

HRID 656068ノート

反応式

HRID 656068 の反応式
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

参加物

4

反応物 2

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-600d9a3552a046b28eb4dfe0e2d6c148
出典データセット
uspto-grants-2011_12
特許番号
US08071584B2

反応ノート

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