Piperidine → 5-[3-(4-Fluorophenyl)propylidene]-3-[4-(imidazo[1,2-a]pyridin-5-ylthio)butyl]thiazolidine-2,4-dione
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.[F:22][C:23]1[CH:28]=[CH:27][C:26]([CH2:29][CH2:30][CH:31]=O)=[CH:25][CH:24]=1.N1CCCCC1>C(O)C>[F:22][C:23]1[CH:28]=[CH:27][C:26]([CH2:29][CH2:30][CH:31]=[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:25][CH:24]=1参加物
5
実験手順
To a solution of 964 mg (3.0 mmol) of 3-[4-(imidazo[1,2-a]pyridin-5-ylthio)butyl]thiazolidine-2,4-dione and 609 mg (4.0 mmol) of 3-(4-fluorophenyl)-1-propanal in 20 ml of ethanol, 26 mg (0.3 mmol) of piperidine was added, followed by refluxing for 4.5 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 0.88 g (64.2%, yellow oily substance) of the desired product.
後処理
- temperatureby refluxing for 4.5 hours
- temperatureAfter the reaction mixture was cooled
- distillationthe solvent was distilled off
- dissolutionThe residue was dissolved in dichloromethane
- washwashed with purified water
- customdried
- distillationafter which the solvent was distilled off
- customThe residue was purified by column chromatography (eluent, chloroform/methanol=50/1)
出典と根拠
- ORDレコード
- ord-abb9feedb09547a3bf0f53196d1fef8b
- 出典データセット
- uspto-grants-1998_11
- 特許番号
- US05840732
反応ノート
読み込み中…