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Tetrabutylammonium Fluoride → HCID 86699439, 화합물

HRID 1777667
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HRID 1777667 반응식
[Cl:1][C:2]1[CH:3]=[C:4]2[C:8](=[C:9]([Cl:11])[CH:10]=1)[NH:7][C:6]([Si](C)(C)C)=[C:5]2[CH2:16][CH2:17][NH:18][C:19](=[O:34])[C:20]1[CH:25]=[CH:24][CH:23]=[C:22]([CH2:26][C:27]2[CH:32]=[CH:31][CH:30]=[C:29]([F:33])[CH:28]=2)[CH:21]=1.[F-].C([N+](CCCC)(CCCC)CCCC)CCC>>[Cl:1][C:2]1[CH:3]=[C:4]2[C:8](=[C:9]([Cl:11])[CH:10]=1)[NH:7][CH:6]=[C:5]2[CH2:16][CH2:17][NH:18][C:19](=[O:34])[C:20]1[CH:25]=[CH:24][CH:23]=[C:22]([CH2:26][C:27]2[CH:32]=[CH:31][CH:30]=[C:29]([F:33])[CH:28]=2)[CH:21]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

3

반응물 2

HCID 2724141Tetrabutylammonium FluorideHCID 86699389N-(2-(5,7-dichloro-2-(trimethylsilyl)-1H-indol-3-yl)ethyl)-3-(3-fluorobenzyl)benzamide

생성물 1

HCID 86699439HCID 86699439, 화합물수율 47%

실험 절차

A mixture of N-(2-(5,7-dichloro-2-(trimethylsilyl)-1H-indol-3-yl)ethyl)-3-(3-fluorobenzyl)benzamide (0.045 g; 0.088 mmol) and tetrabutyl ammonium fluoride (0.263 mL, 1N in THF) was stirred at room temperature for 18 hours and concentrated under reduced pressure. The residue was partitioned between water and dichloromethane. The organic layer was dried and concentrated under reduced pressure. The crude material was purified by flash chromatography on silica gel (eluent 2 to 10% ethyl acetate in dichloromethane) to afford 0.018 g (47%) of the title compound as a white solid.

후처리

  • concentrationconcentrated under reduced pressure
  • customThe residue was partitioned between water and dichloromethane
  • customThe organic layer was dried
  • concentrationconcentrated under reduced pressure
  • customThe crude material was purified by flash chromatography on silica gel (eluent 2 to 10% ethyl acetate in dichloromethane)
  • 출처 및 근거

    ORD 기록
    ord-81c958bb4e54434a8a26683a21a0ddfa
    출처 데이터셋
    uspto-grants-2016_02
    DOI
    10.6084/m9.figshare.5104873.v1
    특허 번호
    US09266832B2

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