1-Propanol → 4-Chloro-5-[3-{3-(4-formylpiperazin-1-yl)-propoxy}-4-methoxybenzylamino]-3(2H)-pyridazinone

HRID 583112

反応式

HRID 583112 の反応式
[CH:1]([N:3]1[CH2:8][CH2:7][N:6]([CH2:9][CH2:10][CH2:11][O:12][C:13]2[CH:14]=[C:15]([CH:18]=[CH:19][C:20]=2[O:21][CH3:22])[CH2:16][NH2:17])[CH2:5][CH2:4]1)=[O:2].[Cl:23][C:24]1[C:25](=[O:31])[NH:26][N:27]=[CH:28][C:29]=1Cl.C(N(CC)CC)C.C(O)CC>O>[Cl:23][C:24]1[C:25](=[O:31])[NH:26][N:27]=[CH:28][C:29]=1[NH:17][CH2:16][C:15]1[CH:18]=[CH:19][C:20]([O:21][CH3:22])=[C:13]([O:12][CH2:11][CH2:10][CH2:9][N:6]2[CH2:5][CH2:4][N:3]([CH:1]=[O:2])[CH2:8][CH2:7]2)[CH:14]=1

参加物

6

反応物 4

HCID 10311-PropanolHCID 8471TriethylamineHCID 732474,5-Dichloro-3-hydroxypyridazineHCID 196894243-(3-(4-Formylpiperazin-1-yl)-propoxy]-4-methoxybenzylamine

生成物 1

HCID 158591884-Chloro-5-[3-{3-(4-formylpiperazin-1-yl)-propoxy}-4-methoxybenzylamino]-3(2H)-pyridazinone収率 47%

試薬・触媒・溶媒 1

HCID 962Water溶媒

実験手順

A mixture comprising 11.58 g of 3-[3-(4-formylpiperazin-1-yl)-propoxy]-4-methoxybenzylamine, 5.0 g of 4,5-dichloro-3(2H)-pyridazinone, 4.6 g of triethylamine, 50 ml of n-propanol and 50 ml of water, was refluxed under heating with stirring for 14 hours. The solvent was distilled off under reduced pressure, and an aqueous potassium carbonate solution was added to the obtained residue, and the mixture was extracted with chloroform. The organic layer was washed with water and a saturated sodium chloride aqueous solution and then dried over anhydrous sodium sulfate. Then, the solvent was distilled off, and the residue was purified by silica gel column chromatography to obtain 6.21 g of the above-identified compound as slightly yellow white solid.

後処理

  1. temperaturewas refluxed
  2. temperatureunder heating
  3. distillationThe solvent was distilled off under reduced pressure
  4. additionan aqueous potassium carbonate solution was added to the obtained residue
  5. extractionthe mixture was extracted with chloroform
  6. washThe organic layer was washed with water
  7. dry with materiala saturated sodium chloride aqueous solution and then dried over anhydrous sodium sulfate
  8. distillationThen, the solvent was distilled off
  9. customthe residue was purified by silica gel column chromatography

出典と根拠

ORDレコード
ord-8659d09b1e8e48e6a06d73e5bce93b23
出典データセット
uspto-grants-1999_07
特許番号
US05929074

関連ノート

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