Ammonium Chloride → 1-(5-Bromopyridin-2-yl)-1-(2,6-difluorophenyl)but-3-yn-2-one

HRID 1454977노트

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HRID 1454977 반응식
[Br:1][C:2]1[CH:3]=[CH:4][C:5]([CH:8]([C:17]2[C:22]([F:23])=[CH:21][CH:20]=[CH:19][C:18]=2[F:24])[C:9](=[O:16])[C:10]#[C:11][Si](C)(C)C)=[N:6][CH:7]=1.CCCC[N+](CCCC)(CCCC)CCCC.[F-].[NH4+].[Cl-]>C1COCC1>[Br:1][C:2]1[CH:3]=[CH:4][C:5]([CH:8]([C:17]2[C:22]([F:23])=[CH:21][CH:20]=[CH:19][C:18]=2[F:24])[C:9](=[O:16])[C:10]#[CH:11])=[N:6][CH:7]=1

참가 물질

5

반응물 3

HCID 25517Ammonium ChlorideHCID 2724141Tetrabutylammonium FluorideHCID 575312421-(5-Bromopyridin-2-yl)-1-(2,6-difluorophenyl)-4-(trimethylsilyl)but-3-yn-2-one

생성물 1

HCID 575312431-(5-Bromopyridin-2-yl)-1-(2,6-difluorophenyl)but-3-yn-2-one

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

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온도
0 °C

실험 절차

To a solution of 1-(5-bromopyridin-2-yl)-1-(2,6-difluorophenyl)-4-(trimethylsilyl)but-3-yn-2-one (4.1 g) in THF was added TBAF (12 mL, 1N in THF) at 0° C. After stirring at 0° C. for 15 min, the reaction was poured into aqueous NH4Cl, and extracted with EtOAc. The combined organic layers were washed with water, brine, dried over MgSO4, and concentrated to an oil. The crude product was purified by silica gel chromatography (CH2Cl2) to give the title compound.

후처리

  1. extractionextracted with EtOAc
  2. washThe combined organic layers were washed with water, brine
  3. dry with materialdried over MgSO4
  4. concentrationconcentrated to an oil
  5. customThe crude product was purified by silica gel chromatography (CH2Cl2)

출처 및 근거

ORD 기록
ord-74d25f0984ba4acfb2b03f79512a2456
출처 데이터셋
uspto-grants-2009_01
특허 번호
US07482345B2

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