Piperidine → HCID 118431855、化合物

HRID 2207900ノート

反応式

HRID 2207900 の反応式
[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

参加物

5

反応物 3

HCID 8082PiperidineHCID 27333012,4-Difluorophenylhydrazine hydrochlorideHCID 131735949HCID 131735949、化合物

生成物 1

HCID 118431855HCID 118431855、化合物収率 69.8%

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

反応条件

温度
90 °C

実験手順

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.

後処理

  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)

出典と根拠

ORDレコード
ord-6ce90b1b02b74c88be20ea1942c3e0a6
出典データセット
uspto-grants-2016_06
特許番号
US09376420B2

反応ノート

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