HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 915959Erstellt: 26. Oktober 2026
Tetrahydrofuran → 3-Cyclohexyl-6-[2-methoxy-4-(2-oxo-1,3-oxazolidin-3-yl)phenyl]-1-methyl-1,5-dihydro-4H-pyrazolo[3,4-d]pyrimidin-4-one
https://huagongshe.com/reaction/915959
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|
| Edukt | Tetrahydrofuran | HCID 8028 | — |
| Edukt | 2-Chloroethyl chloroformate | HCID 12305 | — |
| Edukt | Sodium Bicarbonate | HCID 516892 | — |
| Edukt | 6-(4-Amino-2-methoxyphenyl)-3-cyclohexyl-1-methyl-1,5-dihydro-4H-pyrazolo[3,4-d]pyrimidin-4-one | HCID 135948887 | — |
| Lösungsmittel | Triethylamine | HCID 8471 | — |
| Produkt | 3-Cyclohexyl-6-[2-methoxy-4-(2-oxo-1,3-oxazolidin-3-yl)phenyl]-1-methyl-1,5-dihydro-4H-pyrazolo[3,4-d]pyrimidin-4-one | HCID 136005873 | 65% |
Reaktionsschritte
To a 6 ml tetrahydrofuran solution of 150 mg (0.425 mmol) of the compound obtained in Example 44, 79 μl (0.765 mmol) of 2-chloroethyl chloroformate and triethylamine were added, and the mixture was stirred at room temperature for 20 hours. Further, 30 μl (0.29 mmol) of 2-chloroethyl chloroformate was added, and the mixture was stirred at room temperature for 4 hours. Then, an aqueous solution of sodium hydrogen carbonate was added to the reaction mixture, and the mixture was extracted with chloroform. The organic layer was washed with water and a saturated aqueous solution of sodium chloride. After the washed layer was dried over anhydrous sodium sulfate, the solvent was distilled off under reduced pressure. To a 2 ml ethanol solution of the residue, 1 ml of a 1M aqueous solution of sodium hydroxide was added, and the mixture was stirred at room temperature for 5 hours. Then, the reaction mixture was neutralized with a 1M aqueous solution of hydrochloric acid, and extracted with chloroform. The organic layer was washed with water and a saturated aqueous solution of sodium chloride. After the washed layer was dried over anhydrous sodium sulfate, the solvent was distilled off under reduced pressure. The residue was recrystallized from ethanol to obtain 116 mg (65%) of the captioned compound.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patentnummer | US07268128B2 |
|---|
| Quelldatensatz | uspto-grants-2007_09 |
|---|
| ORD ID | ord-87c775a0fec840318451c5ca000e20f9 |
|---|
| Quellennotiz | uspto-grants-2007_09 |
|---|