Piperidine → 5-[3-(3-Pyridyl)propylidene]-3-[4-(imidazo[1,2-a]pyridin-5-ylthio)butyl]thiazolidine-2,4-dione

HRID 357103

反応式

HRID 357103 の反応式
[N:1]1[CH:2]=[CH:3][N:4]2[C:9]([S:10][CH2:11][CH2:12][CH2:13][CH2:14][N:15]3[C:19](=[O:20])[CH2:18][S:17][C:16]3=[O:21])=[CH:8][CH:7]=[CH:6][C:5]=12.[N:22]1[CH:27]=[CH:26][CH:25]=[CH:24][C:23]=1CCCO.N1CC[CH2:35][CH2:34][CH2:33]1>C(O)C>[N:22]1[CH:23]=[CH:24][CH:25]=[C:26]([CH2:33][CH2:34][CH:35]=[C:18]2[S:17][C:16](=[O:21])[N:15]([CH2:14][CH2:13][CH2:12][CH2:11][S:10][C:9]3[N:4]4[CH:3]=[CH:2][N:1]=[C:5]4[CH:6]=[CH:7][CH:8]=3)[C:19]2=[O:20])[CH:27]=1

参加物

5

実験手順

To a solution of 1.61 g (5.0 mmol) of 3-[4-(imidazo[1,2-a]pyridin-5-ylthio)butyl]thiazolidine-2,4-dione and 676 mg (5.0 mmol) of 3-(2-pyridyl)-1-propanol in 20 ml of ethanol, 43 mg (0.5 mmol) of piperidine-was added, followed by refluxing for 4 hours. After the reaction mixture was cooled, the solvent was distilled off. The residue was dissolved in dichloromethane, washed with purified water and dried, after which the solvent was distilled off. The residue was purified by column chromatography (eluent, chloroform/methanol=50/1) to yield 1.56 g (71.1%, yellow oily substance) of the desired product.

後処理

  1. temperatureby refluxing for 4 hours
  2. temperatureAfter the reaction mixture was cooled
  3. distillationthe solvent was distilled off
  4. dissolutionThe residue was dissolved in dichloromethane
  5. washwashed with purified water
  6. customdried
  7. distillationafter which the solvent was distilled off
  8. customThe residue was purified by column chromatography (eluent, chloroform/methanol=50/1)

出典と根拠

ORDレコード
ord-26978d1697f54bfe9c6e14b8ac1da42c
出典データセット
uspto-grants-1998_11
特許番号
US05840732

関連ノート

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