Cesium carbonate → 6-bromo-1-cyclobutyl-5-fluoro-1H-indole-3-carbonitrile

HRID 1028006ノート

反応式

HRID 1028006 の反応式
[Br:1][C:2]1[CH:10]=[C:9]2[C:5]([C:6]([C:11]#[N:12])=[CH:7][NH:8]2)=[CH:4][C:3]=1[F:13].C(=O)([O-])[O-].[Cs+].[Cs+].[CH:20]1(Br)[CH2:23][CH2:22][CH2:21]1>CN(C=O)C>[Br:1][C:2]1[CH:10]=[C:9]2[C:5]([C:6]([C:11]#[N:12])=[CH:7][N:8]2[CH:20]2[CH2:23][CH2:22][CH2:21]2)=[CH:4][C:3]=1[F:13]

参加物

5

反応物 3

HCID 10796Cesium carbonateHCID 78110BromocyclobutaneHCID 534029576-Bromo-5-fluoro-1H-indole-3-carbonitrile

生成物 1

HCID 667306106-bromo-1-cyclobutyl-5-fluoro-1H-indole-3-carbonitrile収率 91.1%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

反応条件

温度
90 °C

実験手順

To 6-bromo-5-fluoro-1H-indole-3-carbonitrile (49.2 g, 206 mmol) [prepared as in Example 6, Step B] was added cesium carbonate (133 g, 408 mmol), DMF (200 mL), and cyclobutylbromide (30 mL, 311 mmol). This mixture was stirred at 90° C. for three days, cooled to room temperature and poured into ice water. The precipitate was collected, washed with water and dried to give 6-bromo-1-cyclobutyl-5-fluoro-1H-indole-3-carbonitrile as a light grey solid (55 g, 90%).

後処理

  1. temperaturecooled to room temperature
  2. customThe precipitate was collected
  3. washwashed with water
  4. customdried

出典と根拠

ORDレコード
ord-74bf8fa4c0214434bc5379f59f77134b
出典データセット
uspto-grants-2014_05
特許番号
US08735414B2

反応ノート

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