HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
3-Bromo-6-chloroimidazo(1,2-b)pyridazine → (6-Chloroimidazo[1,2-b]pyridazin-3-yl)(5,7-difluoroquinolin-6-yl)methanol
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | 3-Bromo-6-chloroimidazo(1,2-b)pyridazine | HCID 12872323 | — |
| Edukt | 5,7-Difluoroquinoline-6-carbaldehyde | HCID 57917282 | — |
| Edukt | HCID 178461630 | HCID 178461630 | — |
| Lösungsmittel | Tetrahydrofuran | HCID 8028 | — |
| Produkt | (6-Chloroimidazo[1,2-b]pyridazin-3-yl)(5,7-difluoroquinolin-6-yl)methanol | HCID 58147519 | 97% |
Reaktionsschritte
To a solution of 3-bromo-6-chloro-imidazo[1,2-b]pyridazine (2.40 g, 10.35 mmol) in 30 mL of THF was added EtMgBr (1M in THF, 12.43 mL, 12.42 mmol) solution at rt. The solution was stirred for 30 min and a solution of 5,7-difluoroquinoline-6-carbaldehyde (2.0 g, 10.35 mmol) in 10 mL of THF was added. The resulting mixture was stirred at rt for additional 2 h and then quenched with 50 mL of NH4Cl solution. The solution was extracted with EtOAc and the combined organic layers were washed with water, brine, dried over Na2SO4 and concentrated in vacuo to afford 3.48 g (97%) of the title compound. LCMS (method B): [MH]+=347, tR=1.23 min.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US08507676B2 |
| Quelldatensatz | uspto-grants-2013_08 |
| ORD ID | ord-e51f20782c284a36bcfcb3c8c727a239 |
| Quellennotiz | uspto-grants-2013_08 |