HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Piperidine → 4-(1H-Indazol-5-yl)-2-methyl-5-oxo-4,5,6,7-tetrahydro-1H-cyclopenta[b]pyridine-3-carbonitrile
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Piperidine | HCID 8082 | — |
| Edukt | 3-Amino-2-butenenitrile | HCID 70699 | — |
| Edukt | 1,3-Cyclopentanedione | HCID 77466 | — |
| Edukt | 1H-Indazole-5-carboxaldehyde | HCID 21250644 | — |
| Lösungsmittel | Ethanol | HCID 702 | — |
| Produkt | 4-(1H-Indazol-5-yl)-2-methyl-5-oxo-4,5,6,7-tetrahydro-1H-cyclopenta[b]pyridine-3-carbonitrile | HCID 46911319 | — |
Reaktionsschritte
100 mg (1.026 mmol) cyclopentane-1,3-dione, 150 mg (1.026 mmol) 1H-indazole-5-carbaldehyde and piperidine (0.1 ml) in ethanol (8 ml) were heated to reflux for 4 h. The mixture was then evaporated to dryness, the remaining solid was dissolved in acetic acid (8 ml), and 84 mg (1.026 mmol) 3-aminobut-2-enenitrile were added. The solution was heated to reflux for 2 h. After cooling, the mixture was evaporated to dryness again, and the remaining solid was purified by preparative RP-HPLC (acetonitrile/water gradient) to yield 40 mg (13% of th.) of the title compound.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US08759341B2 |
| Quelldatensatz | uspto-grants-2014_06 |
| ORD ID | ord-85102133bed04a03b8ccf8bcb8679c11 |
| Quellennotiz | uspto-grants-2014_06 |