HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
1,3-Cyclohexanediol → (3-hydroxycyclohexyl) 2-(4-fluoroanilino)-4-oxo-5-(1H-pyrrolo[2,3-b]pyridin-3-ylmethylidene)furan-3-carboxylate
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | 1,3-Cyclohexanediol | HCID 10433 | — |
| Edukt | ethyl 2-(4-fluoroanilino)-4-oxo-5-(1H-pyrrolo[2,3-b]pyridin-3-ylmethylidene)furan-3-carboxylate | HCID 178469558 | — |
| Katalysator | Zinc | HCID 23994 | — |
| Lösungsmittel | Dimethylacetamide | HCID 31374 | — |
| Produkt | (3-hydroxycyclohexyl) 2-(4-fluoroanilino)-4-oxo-5-(1H-pyrrolo[2,3-b]pyridin-3-ylmethylidene)furan-3-carboxylate | HCID 178524383 | 13% |
Reaktionsschritte
A solution of the compound (0.10 g, 0.25 mmol) of Example 21, 1,3-cyclohexanediol (0.44 g, 3.8 mmol) and zinc cluster catalyst (Zn4(OCOCF3)6O) (0.018 g, 0.019 mmol) in N,N-dimethylacetamide (1.0 mL) was stirred at 130° C. for 1.5 days. Cooled to ambient temperature, the precipitate was removed by filtration. The filtrate was purified by preparative HPLC to afford the titled compound as solid (0.010 g, y. 13%).
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US08742113B2 |
| Quelldatensatz | uspto-grants-2014_06 |
| ORD ID | ord-aa96d85647734d7882ecbe0903cc6797 |
| Quellennotiz | uspto-grants-2014_06 |