Ethyl Bromide → 4-Chloro-5-[3-{3-(4-ethylpiperazin-1-yl)-propoxy}-4-methoxybenzylamino]-3(2H)-pyridazinone

HRID 583113ノート

反応式

HRID 583113 の反応式
[Cl:1][C:2]1[C:3](=[O:30])[NH:4][N:5]=[CH:6][C:7]=1[NH:8][CH2:9][C:10]1[CH:15]=[CH:14][C:13]([O:16][CH3:17])=[C:12]([O:18][CH2:19][CH2:20][CH2:21][N:22]2[CH2:27][CH2:26][N:25]([CH:28]=O)[CH2:24][CH2:23]2)[CH:11]=1.[OH-].[K+].[C:33](=O)([O-])[O-].[K+].[K+].C(Br)C>O.C(O)C>[Cl:1][C:2]1[C:3](=[O:30])[NH:4][N:5]=[CH:6][C:7]=1[NH:8][CH2:9][C:10]1[CH:15]=[CH:14][C:13]([O:16][CH3:17])=[C:12]([O:18][CH2:19][CH2:20][CH2:21][N:22]2[CH2:27][CH2:26][N:25]([CH2:28][CH3:33])[CH2:24][CH2:23]2)[CH:11]=1

参加物

7

反応物 4

HCID 6332Ethyl BromideHCID 11430Potassium CarbonateHCID 14797Potassium HydroxideHCID 158591884-Chloro-5-[3-{3-(4-formylpiperazin-1-yl)-propoxy}-4-methoxybenzylamino]-3(2H)-pyridazinone

生成物 1

HCID 158591894-Chloro-5-[3-{3-(4-ethylpiperazin-1-yl)-propoxy}-4-methoxybenzylamino]-3(2H)-pyridazinone収率 50%

試薬・触媒・溶媒 2

HCID 702Ethanol溶媒HCID 962Water溶媒

実験手順

A mixture comprising 1.0 g of 4-chloro-5-[3-{3-(4-formylpiperazin-1-yl)-propoxy}-4-methoxybenzylamino]-3(2H)-pyridazinone, 0.62 g of potassium hydroxide, 7 ml of ethanol and 7 ml of water, was refluxed under heating with stirring for 3.5 hours, and then 0.32 g of potassium carbonate and 570 mg of ethyl bromide were added thereto. The mixture was stirred at 60° C. for 4 hours. The solvent was distilled off under reduced pressure, and water was added to the obtained residue. The mixture was extracted with chloroform. The extract solution was washed with water and a saturated sodium chloride aqueous solution and then dried over anhydrous sodium sulfate. Then, the solvent was distilled off. The obtained residue was purified by silica gel column chromatography to obtain 0.50 g of the above-identified compound as slightly brown solid.

後処理

  1. temperaturewas refluxed
  2. temperatureunder heating
  3. stirringThe mixture was stirred at 60° C. for 4 hours
  4. distillationThe solvent was distilled off under reduced pressure, and water
  5. additionwas added to the obtained residue
  6. extractionThe mixture was extracted with chloroform
  7. washThe extract solution was washed with water
  8. dry with materiala saturated sodium chloride aqueous solution and then dried over anhydrous sodium sulfate
  9. distillationThen, the solvent was distilled off
  10. customThe obtained residue was purified by silica gel column chromatography

出典と根拠

ORDレコード
ord-ea2f46f2ca024c838c13f6481ed24e53
出典データセット
uspto-grants-1999_07
特許番号
US05929074

反応ノート

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