HuagongsheHuagongshe Chemistry Print Report · For research reference only
Potassium Carbonate → 4-(3-Fluoro-quinolin-7-yloxy)-6-methoxy-7-(3-piperidinopropoxy)quinazoline
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 4-Chloro-6-methoxy-7-(3-(piperidin-1-YL)propoxy)quinazoline | HCID 11002191 | — |
| Reactant | 3-Fluoroquinolin-7-OL | HCID 135763124 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 4-(3-Fluoro-quinolin-7-yloxy)-6-methoxy-7-(3-piperidinopropoxy)quinazoline | HCID 22030725 | 44% |
Reaction Conditions
| Temperature | 100 °C |
|---|
Reaction Steps
A mixture of 4-chloro-6-methoxy-7-(3-piperidinopropoxy)quinazoline (144 mg, 0.43 mmol), (prepared as described for the starting material in Example 67), potassium carbonate (91 mg, 0.66 mmol) and 3-fluoro-7-hydroxyquinoline (77 mg, 0.47 mmol), (prepared as described for the starting material in Example 157), in DMF (3 ml) was stirred at 100° C. for 2 hours and then allowed to cool to ambient temperature. The reaction mixture was evaporated to dryness and the residue chromatographed on silica eluting with methanol/dichloromethane/aqueous ammonia (0.880) (5/100/1). The relevant fractions were combined and evaporated to dryness to give 4-(3-fluoro-quinolin-7-yloxy)-6-methoxy-7-(3-piperidinopropoxy)quinazoline (87 mg, 44%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07074800B1 |
| Source dataset | uspto-grants-2006_07 |
| ORD ID | ord-931c61833c834a56a0de166465458f50 |
| Source note | uspto-grants-2006_07 |