HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Ethanol → 6-(Cyclohexylmethyl)-1-cyclopentyl-1,5-dihydro-4H-pyrazolo[3,4-d]pyrimidin-4-one
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Ethanol | HCID 702 | — |
| Edukt | Sodium hydride | HCID 24758 | — |
| Edukt | Cyclohexaneacetic acid, methyl ester | HCID 139743 | — |
| Edukt | 5-amino-1-cyclopentyl-1H-pyrazole-4-carboxamide | HCID 11701191 | — |
| Lösungsmittel | Water | HCID 962 | — |
| Produkt | 6-(Cyclohexylmethyl)-1-cyclopentyl-1,5-dihydro-4H-pyrazolo[3,4-d]pyrimidin-4-one | HCID 135407177 | — |
Reaktionsschritte
Under argon, 75 mg (039 mmol) of 5-amino-1-cyclopentyl-1H-pyrazole-4-carboxamide and 183 mg (1.16 mmol, 3 equiv.) of methyl cyclohexylacetate are introduced into 1.5 ml of absolute ethanol. At 0° C., 54 mg of sodium hydride (60% dispersion in mineral oil; L35 mmol, 15 equiv.) are slowly added in a countercurrent of argon. The resulting mixture is slowly heated and stirred under reflux for 18 h. For workup, 20 ml of water are added, and the mixture is extracted several times with ethyl acetate. The combined organic phases are dried over sodium sulfate and concentrated in vacuo. The crude product is purified by preparative HPLC.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US08741907B2 |
| Quelldatensatz | uspto-grants-2014_06 |
| ORD ID | ord-b4f99a1e32184dcc8b2f023c3b1bc9c8 |
| Quellennotiz | uspto-grants-2014_06 |