HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → 6-(2-Chloroethoxy)-7-methoxy-4-(2-methyl-quinolin-3-yloxy)-quinoline
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | 1-Bromo-2-Chloroethane | HCID 7849 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 7-Methoxy-4-(2-methyl-quinolin-3-yloxy)-quinolin-6-ol | HCID 23078265 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 6-(2-Chloroethoxy)-7-methoxy-4-(2-methyl-quinolin-3-yloxy)-quinoline | HCID 23078483 | 80.8% |
Reaction Steps
7-Methoxy-4-(2-methyl-quinolin-3-yloxy)-quinolin-6-ol (25 mg) was dissolved in N,N-dimethylformamide (1 ml) to prepare a solution. 1-Bromo-2-chloroethane (54 mg) and potassium carbonate (52 mg) were added to the solution, and the mixture was stirred at room temperature overnight. Water was added to the reaction solution, and the mixture was extracted with chloroform. The chloroform layer was washed with water and was then dried over anhydrous magnesium sulfate. The solvent was removed by distillation under the reduced pressure. The residue was purified by thin layer chromatography using chloroform-methanol to give 6-(2-chloroethoxy)-7-methoxy-4-(2-methyl-quinolin-3-yloxy)-quinoline (24 mg, yield 79%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07560558B2 |
| Source dataset | uspto-grants-2009_07 |
| ORD ID | ord-8380dd78c1b24536bc4be3a4b5a281b2 |
| Source note | uspto-grants-2009_07 |