HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
1,1,1-Trifluoro-2,4-pentanedione → 2,2,2-Trifluoro-1-(2-methyl-4-thiophen-2-yl-5,6,7,8-tetrahydro-benzo[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 | (2-Amino-4,5,6,7-tetrahydro-1-benzothien-3-yl)(thien-2-yl)methanone | HCID 2535023 | — |
| Katalysator | Sulfuric Acid | HCID 1118 | — |
| Lösungsmittel | Acetic Acid | HCID 176 | — |
| Produkt | 2,2,2-Trifluoro-1-(2-methyl-4-thiophen-2-yl-5,6,7,8-tetrahydro-benzo[4,5]thieno[2,3-b]pyridin-3-yl)-ethanone | HCID 11509184 | 23,5% |
Reaktionsbedingungen
| Temperatur | 100 °C |
|---|
Reaktionsschritte
To a stirred solution of 50 mg (0.19 mmol) (2-amino-4,5,6,7-tetrahydro-benzo[b]thiophen-3-yl)-thiophen-2-yl-methanone in 1.5 ml acetic acid was added 0.024 ml (0.20 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 17 mg (23%) 2,2,2-trifluoro-1-(2-methyl-4-thiophen-2-yl-5,6,7,8-tetrahydro-benzo[4,5]thieno[2,3-b]pyridin-3-yl)-ethanone as an orange oil. ES-MS m/e (%): 382 (M+H+, 100).
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US07390903B2 |
| Quelldatensatz | uspto-grants-2008_06 |
| ORD ID | ord-2450389431d6409cb2971bceac54a2c2 |
| Quellennotiz | uspto-grants-2008_06 |