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

HRID 1291326노트

반응식

HRID 1291326 반응식
[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]

참가 물질

6

반응물 3

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

생성물 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

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

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.

후처리

  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)

출처 및 근거

ORD 기록
ord-f2021d725b27474aaf83e2c532a583fa
출처 데이터셋
uspto-grants-1998_05
특허 번호
US05753664

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