HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium hydride → 5-Ethyl-2-[4-(4-methoxybenzoyl)benzyl]-6-methylthio-2,5-dihydro-4H-pyrazolo[3,4-d]pyrimidin-4-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | 4-(4-Methoxybenzoyl)benzyl bromide | HCID 13150670 | — |
| Reactant | HCID 18919076 | HCID 18919076 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 5-Ethyl-2-[4-(4-methoxybenzoyl)benzyl]-6-methylthio-2,5-dihydro-4H-pyrazolo[3,4-d]pyrimidin-4-one | HCID 18918862 | — |
| Product | 5-Ethyl-1-[4-(4-methoxybenzoyl)benzyl]-6-methylthio-1,5-dihydro-4H-pyrazolo[3,4-d]pyrimidin-4-one | HCID 18918983 | — |
Reaction Steps
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.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05753664 |
| Source dataset | uspto-grants-1998_05 |
| ORD ID | ord-f2021d725b27474aaf83e2c532a583fa |
| Source note | uspto-grants-1998_05 |