2-Methylpiperazine → Ethyl 1-ethyl-8-(3-methyl-1-piperazinyl)-4H-quinolizin-4-one-3-carboxylate

HRID 1851

反応式

HRID 1851 の反応式
Cl[C:2]1[CH:3]=[CH:4][N:5]2[C:10]([CH:11]=1)=[C:9]([CH2:12][CH3:13])[CH:8]=[C:7]([C:14]([O:16][CH2:17][CH3:18])=[O:15])[C:6]2=[O:19].[CH3:20][CH:21]1[CH2:26][NH:25][CH2:24][CH2:23][NH:22]1>N1C=CC=CC=1>[CH2:12]([C:9]1[CH:8]=[C:7]([C:14]([O:16][CH2:17][CH3:18])=[O:15])[C:6](=[O:19])[N:5]2[C:10]=1[CH:11]=[C:2]([N:25]1[CH2:24][CH2:23][NH:22][CH:21]([CH3:20])[CH2:26]1)[CH:3]=[CH:4]2)[CH3:13]

参加物

4

反応物 2

HCID 660572-MethylpiperazineHCID 10660349Ethyl 8-chloro-1-ethyl-4-oxo-4H-quinolizine-3-carboxylate

生成物 1

HCID 19691415Ethyl 1-ethyl-8-(3-methyl-1-piperazinyl)-4H-quinolizin-4-one-3-carboxylate収率 100.5%

試薬・触媒・溶媒 1

HCID 1049Pyridine溶媒

反応条件

温度
65 °C

実験手順

Ethyl 8-chloro-1-ethyl-4H-quinolizin-4-one-3-carboxylate (558 mg, 2.0 mmol), the product of Step 3 of Example 62, was dissolved in 10 mL of dry pyridine under a nitrogen atmosphere. To the resultant solution was added 600 mg (6.0 mmol) of 2-methylpiperazine and the stirred reaction mixture was heated at 65° C. for 3 hours. The reaction mixture was allowed to cool to ambient temperature and then concentrated in vacuo in order to remove all of the pyridine. The residue was dissolved in 60 mL of methylene chloride and the methylene chloride solution was washed with 60 mL of water. The aqueous layer was extracted with 2 X 60 mL of methylene chloride and the combined methylene chloride solutions were dried over anhydrous sodium sulfate, filtered and concentrated and dried in vacuo to afford 690 mg of the title compound. The product was carried on to the next step without purification.

後処理

  1. customthe stirred reaction mixture
  2. temperatureto cool to ambient temperature
  3. concentrationconcentrated in vacuo in order
  4. customto remove all of the pyridine
  5. dissolutionThe residue was dissolved in 60 mL of methylene chloride
  6. washthe methylene chloride solution was washed with 60 mL of water
  7. extractionThe aqueous layer was extracted with 2 X 60 mL of methylene chloride
  8. dry with materialthe combined methylene chloride solutions were dried over anhydrous sodium sulfate
  9. filtrationfiltered
  10. concentrationconcentrated
  11. customdried in vacuo

出典と根拠

ORDレコード
ord-dbb3e314646f42c4828e49ee8c678c63
出典データセット
uspto-grants-1998_03
特許番号
US05726182

関連ノート

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