HuagongsheHuagongshe Chemistry Print Report · For research reference only
Dimethyl Sulfoxide → 7-Methoxy-4-((6-phenylimidazo[1,2-b]pyridazin-3-yl)methoxy)quinoline
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Dimethyl Sulfoxide | HCID 679 | — |
| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | 4-Chloro-7-methoxyquinoline | HCID 10607829 | — |
| Reactant | (6-Phenylimidazo[1,2-b]pyridazin-3-yl)methanol | HCID 67503278 | — |
| Solvent | Water | HCID 962 | — |
| Product | 7-Methoxy-4-((6-phenylimidazo[1,2-b]pyridazin-3-yl)methoxy)quinoline | HCID 57690960 | — |
Reaction Steps
In a microwave vessel, (6-phenylimidazo[1,2-b]pyridazin-3-yl)methanol (0.075 g, 0.33 mmol), 4-chloro-7-methoxyquinoline (0.19 g, 1.00 mmol), Cs2CO3 (0.22 g, 0.67 mmol) and 0.7 mL DMSO were combined and the vessel sealed. The mixture was pre-stirred for 2 min, followed by microwave heating for 2 h at 120 C, then 1 h at 130 C. The mixture was allowed to cool to rt, diluted with water to precipitate a cream solid. The solid was collected and rinsed with water. The solid was purified via flash chromatography using a 0% to 5% MeOH in EtOAc gradient to afford the title compound as a yellow solid. M/Z=383.2 [M+H], calc 382.4212 for C23H18N4O2.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08524900B2 |
| Source dataset | uspto-grants-2013_09 |
| ORD ID | ord-336a122a35424a09b1fe26b829b93447 |
| Source note | uspto-grants-2013_09 |