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

HRID 1028006노트

반응식

HRID 1028006 반응식
[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]

참가 물질

5

반응물 3

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

생성물 1

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

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

반응 조건

온도
90 °C

실험 절차

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%).

후처리

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

출처 및 근거

ORD 기록
ord-74bf8fa4c0214434bc5379f59f77134b
출처 데이터셋
uspto-grants-2014_05
특허 번호
US08735414B2

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