HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Ethyl Acetate → 6-fluoro-N-[4-(6-methylimidazo[1,2-a]pyridin-2-yl)phenyl]pyridine-3-carboxamide
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Ethyl Acetate | HCID 8857 | — |
| Edukt | Diisopropylethylamine | HCID 81531 | — |
| Edukt | 6-Fluoronicotinic Acid | HCID 242819 | — |
| Edukt | 4-(6-Methylimidazo[1,2-a]pyridin-2-yl)aniline | HCID 821084 | — |
| Lösungsmittel | Tetrahydrofuran | HCID 8028 | — |
| Lösungsmittel | Thionyl Chloride | HCID 24386 | — |
| Produkt | 6-fluoro-N-[4-(6-methylimidazo[1,2-a]pyridin-2-yl)phenyl]pyridine-3-carboxamide | HCID 45137443 | 60% |
Reaktionsschritte
A stirred suspension of 6-fluoronicotinic acid (80 mg, 0.414 mmol) in thionyl chloride (2 ml) was heated under reflux for 4 h. The excess reagent was then removed under reduced pressure to give a crude solid. The amide was prepared as described in the Amide Coupling section using the crude solid and 4-(6-methylimidazo[1,2-a]pyridin-2-yl)aniline (92 mg, 0.414 mmol) in dry THF (13 ml) and diisopropylethylamine (106 μl, 0.608 mmol) to give the title compound (86 mg, 60%) as a colourless solid after work-up and flash chromatography (EtOAc).
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US08895313B2 |
| Quelldatensatz | uspto-grants-2014_11 |
| ORD ID | ord-7cf5e04a419b44d5808a5e46fc0fa56c |
| Quellennotiz | uspto-grants-2014_11 |