HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
1,1,1-Trifluoro-2,4-pentanedione → 2,2,2-trifluoro-1-[4-(4-methoxy-phenyl)-2-methyl-6,7-dihydro-5H-cyclopenta[4,5]thieno[2,3-b]pyridin-3-yl)-ethanone
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | 1,1,1-Trifluoro-2,4-pentanedione | HCID 73943 | — |
| Edukt | 3-(4-methoxybenzoyl)-4H,5H,6H-cyclopenta[b]thiophen-2-amine | HCID 28337440 | — |
| Katalysator | Sulfuric Acid | HCID 1118 | — |
| Lösungsmittel | Acetic Acid | HCID 176 | — |
| Produkt | 2,2,2-trifluoro-1-[4-(4-methoxy-phenyl)-2-methyl-6,7-dihydro-5H-cyclopenta[4,5]thieno[2,3-b]pyridin-3-yl)-ethanone | HCID 11545606 | 28,4% |
Reaktionsbedingungen
| Temperatur | 100 °C |
|---|
Reaktionsschritte
To a stirred solution of 50 mg (0.18 mmol) (2-amino-5,6-dihydro-4H-cyclopenta[b]thiophen-3-yl)-(4-methoxy-phenyl)-methanone in 2 ml acetic acid was added 0.022 ml (0.18 mmol) of 1,1,1-trifluoro-pentane-2,4-dione and one drop of sulfuric acid. The mixture was then stirred at 100° C. for 10 minutes in a microwave and then concentrated in vacuo. Flash chromatography (heptane/ethyl acetate 9:1) afforded 20 mg (28%) 2,2,2-trifluoro-1-[4-(4-methoxy-phenyl)-2-methyl-6,7-dihydro-5H-cyclopenta[4,5]thieno[2,3-b]pyridin-3-yl)-ethanone as a white solid. ES-MS m/e (%): 392 (M+H+, 100).
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US07390903B2 |
| Quelldatensatz | uspto-grants-2008_06 |
| ORD ID | ord-38317f5fcbc64e05a0bb1813b07518c1 |
| Quellennotiz | uspto-grants-2008_06 |