HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 655291Erstellt: 25. Oktober 2026
Imidazole → 3-Imidazol-1-yl-6-(6-methyl-[1,2,4]triazolo[4,3-b]pyridazin-3-ylmethyl)-quinoline
https://huagongshe.com/reaction/655291
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|
| Edukt | Imidazole | HCID 795 | — |
| Edukt | Potassium Carbonate | HCID 11430 | — |
| Edukt | L-Proline | HCID 145742 | — |
| Edukt | 3-Bromo-6-(6-methyl-[1,2,4]triazolo[4,3-b]pyridazin-3-ylmethyl)-quinoline | HCID 59320295 | — |
| Katalysator | Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI) | HCID 24350 | — |
| Lösungsmittel | Dimethyl Sulfoxide | HCID 679 | — |
| Produkt | 3-Imidazol-1-yl-6-(6-methyl-[1,2,4]triazolo[4,3-b]pyridazin-3-ylmethyl)-quinoline | HCID 59320255 | 22% |
Reaktionsschritte
To a reaction vial was added 3-bromo-6-(6-methyl-[1,2,4]triazolo[4,3-b]pyridazin-3-ylmethyl)-quinoline (71 mg, 0.2 mmol, 1.0 equiv), CuI (7 mg, 0.04 mmol, 0.008 equiv), L-proline (9 mg, 0.08 mmol, 0.4 equiv) and K2CO3 (83 mg, 0.60 mmol, 3.0 equiv). The system was evacuated and filled with nitrogen (3×). A solution of degassed imidazole (27 mg, 0.4 mmol, 2.0 equiv) in DMSO (1 mL) was then added. The reaction was heated at 120° C. for 18 hours. The solvent was removed in vacuo and the residue absorbed onto silica gel and purified by flash chromatography (SiO2, CH2Cl2:CH3OH 100:0-90:10 to return the title compound (15 mg, 22% yield). Analytical data presented in Table 2.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patentnummer | US08071581B2 |
|---|
| Quelldatensatz | uspto-grants-2011_12 |
|---|
| ORD ID | ord-8113fd05a7594e8d9aa37e929998105d |
|---|
| Quellennotiz | uspto-grants-2011_12 |
|---|