HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triphenylphosphine → 4-((6-(3-Fluoro-4-(2-morpholinoethoxy)phenyl)-[1,2,4]triazolo[4,3-b]pyridazin-3-yl)methoxy)-7-methoxyquinoline
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triphenylphosphine | HCID 11776 | — |
| Reactant | 2-Morpholinoethanol | HCID 61163 | — |
| Reactant | Diethyl azodicarboxylate | HCID 5462977 | — |
| Reactant | HCID 135955104 | HCID 135955104 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 4-((6-(3-Fluoro-4-(2-morpholinoethoxy)phenyl)-[1,2,4]triazolo[4,3-b]pyridazin-3-yl)methoxy)-7-methoxyquinoline | HCID 25065134 | — |
Reaction Steps
To a mixture of 4-(2-hydroxyethyl)morpholine (0.0964 ml, 0.788 mmol),triphenylphosphine (0.238 g, 0.909 mmol), 2-fluoro-4-(3-((7-methoxyquinolin-4-yloxy)methyl)-[1,2,4]triazolo[4,3-b]pyridazin-6-yl)phenol (0.253 g, 0.606 mmol) (prepared according to General Method A) in THF (10 mL) was added DEAD (0.144 ml, 0.909 mmol). Stirred at room temperature for 1 h. Concentrated. Purified on RPHPLC. Fractions containing product were treated with 9% sodium carbonate. Removed volatiles in vacuo. Product crashed out and was isolated by filtration. MS m/z=531.2 [M+1]+. Calc'd for C28H27FN6O4: 530.5.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08524900B2 |
| Source dataset | uspto-grants-2013_09 |
| ORD ID | ord-66ed39103c384b9e84422aaa1087aa3f |
| Source note | uspto-grants-2013_09 |