Sodium hydride → 5-Ethyl-2-[4-(4-methoxybenzoyl)benzyl]-6-methylthio-2,5-dihydro-4H-pyrazolo[3,4-d]pyrimidin-4-one

HRID 1291326ノート

反応式

HRID 1291326 の反応式
[CH2:1]([N:3]1[C:8](=[O:9])[C:7]2[CH:10]=[N:11][NH:12][C:6]=2[N:5]=[C:4]1[S:13][CH3:14])[CH3:2].[H-].[Na+].[CH3:17][O:18][C:19]1[CH:34]=[CH:33][C:22]([C:23]([C:25]2[CH:32]=[CH:31][C:28]([CH2:29]Br)=[CH:27][CH:26]=2)=[O:24])=[CH:21][CH:20]=1>CN(C=O)C>[CH2:1]([N:3]1[C:8](=[O:9])[C:7]2[CH:10]=[N:11][N:12]([CH2:29][C:28]3[CH:27]=[CH:26][C:25]([C:23](=[O:24])[C:22]4[CH:33]=[CH:34][C:19]([O:18][CH3:17])=[CH:20][CH:21]=4)=[CH:32][CH:31]=3)[C:6]=2[N:5]=[C:4]1[S:13][CH3:14])[CH3:2].[CH2:1]([N:3]1[C:8](=[O:9])[C:7]2=[CH:10][N:11]([CH2:29][C:28]3[CH:27]=[CH:26][C:25]([C:23](=[O:24])[C:22]4[CH:33]=[CH:34][C:19]([O:18][CH3:17])=[CH:20][CH:21]=4)=[CH:32][CH:31]=3)[N:12]=[C:6]2[N:5]=[C:4]1[S:13][CH3:14])[CH3:2]

参加物

6

反応物 3

HCID 24758Sodium hydrideHCID 131506704-(4-Methoxybenzoyl)benzyl bromideHCID 189190765-ethyl-6-methylthio-1H-pyrazolo[3,4-d]pyrimidin-4(5H)-one

生成物 2

HCID 189188625-Ethyl-2-[4-(4-methoxybenzoyl)benzyl]-6-methylthio-2,5-dihydro-4H-pyrazolo[3,4-d]pyrimidin-4-oneHCID 189189835-Ethyl-1-[4-(4-methoxybenzoyl)benzyl]-6-methylthio-1,5-dihydro-4H-pyrazolo[3,4-d]pyrimidin-4-one

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

To a solution of 5-ethyl-6-methylthio-1,5-dihydro-4H-pyrazolo[3,4-d]pyrimidin-4-one (900 mg) in DMF (20 ml) was added 60% sodium hydride (207 mg) and the mixture was stirred at room temperature for 10 minutes. Then, 4-(4-methoxybenzoyl)benzyl bromide (1.31 g) was added and the mixture was further stirred at room temperature for 30 minutes. This reaction mixture was concentrated and the residue was dissolved in ethyl acetate, washed with water, dried, and concentrated. The residue was purified by silica gel column chromatography (hexane: ethyl acetate-chloroform=3:2:1) to provide the title compounds (A) (400 mg) and (B) (366 mg) both as white solid.

後処理

  1. stirringthe mixture was further stirred at room temperature for 30 minutes
  2. concentrationThis reaction mixture was concentrated
  3. dissolutionthe residue was dissolved in ethyl acetate
  4. washwashed with water
  5. customdried
  6. concentrationconcentrated
  7. customThe residue was purified by silica gel column chromatography (hexane: ethyl acetate-chloroform=3:2:1)

出典と根拠

ORDレコード
ord-f2021d725b27474aaf83e2c532a583fa
出典データセット
uspto-grants-1998_05
特許番号
US05753664

反応ノート

読み込み中…