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

HRID 583112

반응식

HRID 583112 반응식
[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

참가 물질

6

반응물 4

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

생성물 1

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

시약·촉매·용매 1

HCID 962Water용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-8659d09b1e8e48e6a06d73e5bce93b23
출처 데이터셋
uspto-grants-1999_07
특허 번호
US05929074

연결된 노트

불러오는 중…