HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Sodium Sulfite → 2-Benzyl-3-iodo-6-[(3R,4R)-3-hydroxy-4-methoxypyrrolidin-1-yl]pyridine
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Sodium Sulfite | HCID 24437 | — |
| Edukt | N-Iodosuccinimide | HCID 120273 | — |
| Edukt | 2-Benzyl-6-[(3R,4R)-3-hydroxy-4-methoxypyrrolidin-1-yl]pyridine | HCID 11196872 | — |
| Lösungsmittel | Dimethylformamide | HCID 6228 | — |
| Produkt | 2-Benzyl-3-iodo-6-[(3R,4R)-3-hydroxy-4-methoxypyrrolidin-1-yl]pyridine | HCID 11384307 | 93,4% |
Reaktionsschritte
To a mixture of 3.11 g of 2-benzyl-6-[(3R,4R)-3-hydroxy-4-methoxypyrrolidin-1-yl]pyridine and 10 ml of N,N-dimethylformamide, while stirring in an ice bath, was added dropwise 2.5 g of N-iodosuccinimide, and the resultant mixture was stirred overnight as it was. To this was added sodium sulfite and the reaction mixture was extracted with ethyl acetate-water, and the organic layer was washed with water and brine, dried over anhydrous magnesium sulfate and evaporated. The residue was purified by silica gel column chromatography (30% ethyl acetate/hexane), to give 4.19 g of the title compound.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US07112593B2 |
| Quelldatensatz | uspto-grants-2006_09 |
| ORD ID | ord-7f79858587ff48f09b85eedf4ca608c2 |
| Quellennotiz | uspto-grants-2006_09 |