HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 2404077Erstellt: 25. Oktober 2026
Cesium carbonate → 1-(3-(7-(2-Aminophenyl)imidazo[1,2-a]pyridin-3-yl)phenyl)-3-(2,2,2-trifluoroethyl)urea
https://huagongshe.com/reaction/2404077
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|
| Edukt | Cesium carbonate | HCID 10796 | — |
| Edukt | 2-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)aniline | HCID 2734652 | — |
| Edukt | 1-(3-(7-Chloroimidazo[1,2-a]pyridin-3-yl)phenyl)-3-(2,2,2-trifluoroethyl)urea | HCID 57497698 | — |
| Katalysator | HCID 178418851 | HCID 178418851 | — |
| Lösungsmittel | Oxolane--water (1/1) | HCID 21881883 | — |
| Produkt | 1-(3-(7-(2-Aminophenyl)imidazo[1,2-a]pyridin-3-yl)phenyl)-3-(2,2,2-trifluoroethyl)urea | HCID 86713611 | 90,4% |
Reaktionsschritte
To a mixture of 1-(3-(7-chloroimidazo[1,2-a]pyridin-3-yl)phenyl)-3-(2,2,2-trifluoroethyl)urea (20 mg, 0.052 mmol), 2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)aniline (15 mg, 0.066 mmol) and cesium carbonate (51 mg, 0.156 mmol) in THF/H2O mixture (2/1, 0.75 ml) was added Pd(PtBu3)2 (3 mg, 0.005 mmol). The vial was degassed for 5 minutes then capped and heated to 125° C. for 20 minutes in a microwave. After cooling to ambient temperature, the reaction mixture was filtered through a celite pad and purified via flash chromatography (0-10% MeOH/DCM gradient containing 10% NH4OH) to yield the title compound (20 mg, 90% yield). MS (ES+) C22H18F3N5O requires: 425. found: 426 [M+H]+.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patentnummer | US08802697B2 |
|---|
| Quelldatensatz | uspto-grants-2014_08 |
|---|
| ORD ID | ord-5c0e2477e8b64681991d0f66da3960a8 |
|---|
| Quellennotiz | uspto-grants-2014_08 |
|---|