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

HRID 1454964노트

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HRID 1454964 반응식
[Cl:1][C:2]1[N:7]=[N:6][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)=[CH:4][CH:3]=1.CCCC[N+](CCCC)(CCCC)CCCC.[F-].[NH4+].[Cl-]>C1COCC1>[Cl:1][C:2]1[N:7]=[N:6][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])=[CH:4][CH:3]=1

참가 물질

5

반응물 3

HCID 25517Ammonium ChlorideHCID 2724141Tetrabutylammonium FluorideHCID 575312291-(6-Chloropyridazin-3-yl)-1-(2,6-difluorophenyl)-4-(trimethylsilyl)but-3-yn-2-one

생성물 1

HCID 575312331-(6-Chloropyridazin-3-yl)-1-(2,6-difluorophenyl)but-3-yn-2-one수율 132%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

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온도
0 °C

실험 절차

To a solution of 1-(6-chloropyridazin-3-yl)-1-(2,6-difluorophenyl)-4-(trimethylsilyl)but-3-yn-2-one (9.6 g, 26.4 mmol) in THF (200 mL) was added TBAF (32.9 mL, 32.9 mmol) 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 1N HCl, brine, dried over MgSO4, and concentrated to an oil. The crude product was purified by silica gel chromatography (hexanes/CH2Cl2) to give title compound (10.2 g).

후처리

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

출처 및 근거

ORD 기록
ord-2569b45983884ea38e166400524385bf
출처 데이터셋
uspto-grants-2009_01
특허 번호
US07482345B2

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