Piperidine → HCID 118431855, 화합물

HRID 2207900노트

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HRID 2207900 반응식
[Br:1][C:2]1[CH:7]=[CH:6][N:5]=[C:4]([CH:8]=[CH:9][C:10](=O)[C:11]([F:17])([F:16])[C:12]([F:15])([F:14])[F:13])[CH:3]=1.Cl.[F:20][C:21]1[CH:26]=[C:25]([F:27])[CH:24]=[CH:23][C:22]=1[NH:28][NH2:29].N1CCCCC1>C(O)C>[Br:1][C:2]1[CH:7]=[CH:6][N:5]=[C:4]([CH:8]2[N:28]([C:22]3[CH:23]=[CH:24][C:25]([F:27])=[CH:26][C:21]=3[F:20])[N:29]=[C:10]([C:11]([F:17])([F:16])[C:12]([F:15])([F:14])[F:13])[CH2:9]2)[CH:3]=1

참가 물질

5

반응물 3

HCID 8082PiperidineHCID 27333012,4-Difluorophenylhydrazine hydrochlorideHCID 131735949HCID 131735949, 화합물

생성물 1

HCID 118431855HCID 118431855, 화합물수율 69.8%

시약·촉매·용매 1

HCID 702Ethanol용매

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온도
90 °C

실험 절차

1-(4-Bromo-pyridin-2-yl)-4,4,5,5,5-pentafluoro-pent-1-en-3-one (2.2 g, 6.6 mmol) prepared in Step 3, 2,4-difluorophenylhydrazine hydrochloride (1.8 g, 6.6 mmol), and piperidine (1.3 mL, 13.2 mmol) were added to ethanol (66.1 mL). The reaction mixture was stirred at 90° C. for 2 hours, concentrated under reduced pressure, and then ethyl acetate was added thereto. The mixture was washed with distilled water, dried on anhydrous magnesium sulfate, and then concentrated under reduced pressure to give a yellow liquid residue. The resulting residue was purified by silica gel column chromatography (eluent: ethyl acetate/n-hexane=1/3) to give 2.1 g of the titled compound as a yellow liquid.

후처리

  1. concentrationconcentrated under reduced pressure
  2. additionethyl acetate was added
  3. washThe mixture was washed with distilled water
  4. dry with materialdried on anhydrous magnesium sulfate
  5. concentrationconcentrated under reduced pressure
  6. customto give a yellow liquid residue
  7. customThe resulting residue was purified by silica gel column chromatography (eluent: ethyl acetate/n-hexane=1/3)

출처 및 근거

ORD 기록
ord-6ce90b1b02b74c88be20ea1942c3e0a6
출처 데이터셋
uspto-grants-2016_06
특허 번호
US09376420B2

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