HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Diphenyl Ether → (4-hydroxy-1-phenyl-1H-pyrazolo[3,4-b]pyridin-5-yl)(phenyl)methanone
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Diphenyl Ether | HCID 7583 | — |
| Edukt | 1-Phenylpyrazol-5-ylamine | HCID 70006 | — |
| Edukt | Ethyl 2-benzoyl-3-ethoxyacrylate | HCID 98006 | — |
| Lösungsmittel | Ethyl Acetate | HCID 8857 | — |
| Produkt | (4-hydroxy-1-phenyl-1H-pyrazolo[3,4-b]pyridin-5-yl)(phenyl)methanone | HCID 178519487 | 42,5% |
Reaktionsbedingungen
| Temperatur | 120 °C |
|---|
Reaktionsschritte
A mixture of ethyl 2-benzoyl-3-ethoxyacrylate (0.99 g, 4.0 mmol) and 1-phenyl-1H-pyrazol-5-amine (0.64 g, 4.0 mmol) was stirred at 120° C. for 1.5 hr under argon and then cooled. After diphenyl ether (5 g) was added, the mixture was stirred at 240° C. for 2 hr under argon. Flash chromatography and crystallization in heptane and ethyl acetate mixture gave (4-hydroxy-1-phenyl-1H-pyrazolo[3,4-b]pyridin-5-yl)(phenyl)methanone (0.53 g, 1.7 mmol, 42% yield) as a yellow solid.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US08067447B2 |
| Quelldatensatz | uspto-grants-2011_11 |
| ORD ID | ord-0d50ff87a0124408aa0b2972be4ee475 |
| Quellennotiz | uspto-grants-2011_11 |