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 1739415ノート

反応式

HRID 1739415 の反応式
[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

参加物

7

反応物 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

生成物 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]pyridine収率 49.1%

試薬・触媒・溶媒 2

HCID 83717Copper iodide触媒HCID 6228Dimethylformamide溶媒

実験手順

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).

後処理

  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)

出典と根拠

ORDレコード
ord-bbe7a6684269477ba19df4aeae294781
出典データセット
uspto-grants-1999_10
特許番号
US05965730

反応ノート

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