Ammonia → 4-[6,7-dimethoxy-2-(4-pyridyl)methylphthalazin-1(2H)-on-4-yl]-2-[4-(3-pyridyl)-phthalazin-1(2H)-on-2-yl]pyridine

HRID 1739415노트

반응식

HRID 1739415 반응식
[N:1]1[CH:6]=[CH:5][CH:4]=[C:3]([C:7]2[C:16]3[C:11](=[CH:12][CH:13]=[CH:14][CH:15]=3)[C:10](=[O:17])[NH:9][N:8]=2)[CH:2]=1.C(=O)([O-])[O-].[K+].[K+].Br[C:25]1[CH:30]=[C:29]([C:31]2[C:40]3[C:35](=[CH:36][C:37]([O:43][CH3:44])=[C:38]([O:41][CH3:42])[CH:39]=3)[C:34](=[O:45])[N:33]([CH2:46][C:47]3[CH:52]=[CH:51][N:50]=[CH:49][CH:48]=3)[N:32]=2)[CH:28]=[CH:27][N:26]=1.N>CN(C)C=O.[Cu](I)I>[CH3:42][O:41][C:38]1[CH:39]=[C:40]2[C:35](=[CH:36][C:37]=1[O:43][CH3:44])[C:34](=[O:45])[N:33]([CH2:46][C:47]1[CH:48]=[CH:49][N:50]=[CH:51][CH:52]=1)[N:32]=[C:31]2[C:29]1[CH:30]=[CH:25][N:26]=[C:27]([N:9]2[N:8]=[C:7]([C:3]3[CH:2]=[N:1][CH:6]=[CH:5][CH:4]=3)[C:16]3[C:11](=[CH:12][CH:13]=[CH:14][CH:15]=3)[C:10]2=[O:17])[CH:28]=1

참가 물질

7

반응물 4

HCID 222AmmoniaHCID 11430Potassium CarbonateHCID 100138394-(3-pyridyl)phthalazin-1(2H)-oneHCID 158702972-bromo-4-[6,7-dimethoxy-2-(4-pyridyl)methyl-phthalazin-1(2H)-on-4-yl]pyridine

생성물 1

HCID 158702984-[6,7-dimethoxy-2-(4-pyridyl)methylphthalazin-1(2H)-on-4-yl]-2-[4-(3-pyridyl)-phthalazin-1(2H)-on-2-yl]pyridine수율 49.1%

시약·촉매·용매 2

HCID 83717Copper iodide촉매HCID 6228Dimethylformamide용매

실험 절차

To a solution of 4-(3-pyridyl)phthalazin-1(2H)-one (167 mg) in dimethylformamide (5 ml) are added successively potassium carbonate (103 mg), copper iodide (70 mg) and 2-bromo-4-[6,7-dimethoxy-2-(4-pyridyl)methyl-phthalazin-1(2H)-on-4-yl]pyridine (335 mg) under nitrogen atmosphere, and the mixture is refluxed for two hours. The reaction mixture is cooled, and thereto is added aqueous ammonia. The mixture is extracted with chloroform, and the extract is washed, dried, concentrated, and purified by silica gel column chromatography (solvent; chloroform:methanol=19:1) to give 4-[6,7-dimethoxy-2-(4-pyridyl)methylphthalazin-1(2H)-on-4-yl]-2-[4-(3-pyridyl)-phthalazin-1(2H)-on-2-yl]pyridine (216 mg).

후처리

  1. temperaturethe mixture is refluxed for two hours
  2. temperatureThe reaction mixture is cooled
  3. extractionThe mixture is extracted with chloroform
  4. washthe extract is washed
  5. customdried
  6. concentrationconcentrated
  7. custompurified by silica gel column chromatography (solvent; chloroform:methanol=19:1)

출처 및 근거

ORD 기록
ord-bbe7a6684269477ba19df4aeae294781
출처 데이터셋
uspto-grants-1999_10
특허 번호
US05965730

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