HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
N,N'-Dimethylethylenediamine → 1-(6-Chloropyridin-3-YL)pyrrolidin-2-one
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | N,N'-Dimethylethylenediamine | HCID 8070 | — |
| Edukt | Potassium Carbonate | HCID 11430 | — |
| Edukt | 2-Pyrrolidone | HCID 12025 | — |
| Edukt | 2-Chloro-5-iodopyridine | HCID 4397176 | — |
| Katalysator | Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI) | HCID 24350 | — |
| Lösungsmittel | 1,4-Dioxane | HCID 31275 | — |
| Produkt | 1-(6-Chloropyridin-3-YL)pyrrolidin-2-one | HCID 57471611 | 103% |
Reaktionsschritte
To a solution of 2-chloro-5-iodopyridine (200 mg, 0.84 mmol) in 4 mL anhydrous dioxane was added 2-pyrrolidinone (60.8 μL, 0.79 mmol), K2CO3 (415.6 mg, 3 mmol), CuI (15.9 mg, 0.084 mmol), and N,N′-dimethyl-1,2-ethanediamine (11.8 μL, 0.083 mmol) in a 2 dram screw-top vial. The vial is evacuated and flushed with nitrogen. The reaction mixture was heated to reflux for 18 h. The reaction mixture was filtered through celite and filtrate was concentrated to afford the crude material. The mixture was purified by flash chromatography on silica gel, eluting with 50-100% EtOAc:heptane. Fractions containing the desired products were combined and concentrated to afford the desired product as a white solid (160 mg, yield: 97.4%).
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US08536168B2 |
| Quelldatensatz | uspto-grants-2013_09 |
| ORD ID | ord-6b923c2f957b4a1c8a9cd3883d749232 |
| Quellennotiz | uspto-grants-2013_09 |