Potassium Carbonate → 6-[4-(3-phthalimidopropyloxy)phenyl]-5-methyl-4,5-dihydro-3(2H)-pyridazinone

HRID 344638노트

반응식

HRID 344638 반응식
[OH:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[CH2:9][CH2:10][C:11](=[O:15])[N:12](C)[N:13]=2)=[CH:4][CH:3]=1.[C:16]([O-])([O-])=O.[K+].[K+].Br[CH2:23][CH2:24][CH2:25][N:26]1[C:30](=[O:31])[C:29]2=[CH:32][CH:33]=[CH:34][CH:35]=[C:28]2[C:27]1=[O:36]>CN(C=O)C>[C:30]1(=[O:31])[N:26]([CH2:25][CH2:24][CH2:23][O:1][C:2]2[CH:7]=[CH:6][C:5]([C:8]3[CH:9]([CH3:16])[CH2:10][C:11](=[O:15])[NH:12][N:13]=3)=[CH:4][CH:3]=2)[C:27](=[O:36])[C:28]2=[CH:35][CH:34]=[CH:33][CH:32]=[C:29]12

참가 물질

5

반응물 3

HCID 11430Potassium CarbonateHCID 21611N-3-BromopropylphthalimideHCID 1363382306-(4-hydroxyphenyl)-methyl-4,5-dihydro-3(2H)-pyridazinone

생성물 1

HCID 150163386-[4-(3-phthalimidopropyloxy)phenyl]-5-methyl-4,5-dihydro-3(2H)-pyridazinone수율 104%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

A mixture of 500 mg (2.45 mmol) of 6-(4-hydroxyphenyl)-methyl-4,5-dihydro-3(2H)-pyridazinone (prepared by the method described in Eur. Pat. Appl. EP 178,189 A2), 373 mg (2.70 mmol) of powdered anhydrous K2CO3, and 790 mg (2.95 mmol) of N-(3-bromopropyl)phthalimide in 10 ml of DMF is heated at 100° C. for 2 hrs. The DMF is removed under vacuum, the residue is taken up in 125 ml of EtOAc and 100 ml of water, the organic phase washed once with 75 ml of water, died (MgSO4), and the solvent removed to give 0.997 g of 6-[4-(3-phthalimidopropyloxy)phenyl]-5-methyl-4,5-dihydro-3(2H)-pyridazinone as a white solid. Yield, 99%.

후처리

  1. customprepared by the method
  2. customThe DMF is removed under vacuum
  3. wash100 ml of water, the organic phase washed once with 75 ml of water
  4. customthe solvent removed

출처 및 근거

ORD 기록
ord-8eede301b9d84d149ed6d042c0e5021e
출처 데이터셋
uspto-grants-1991_10
특허 번호
US05053338

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