HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → 4-(2-Cyclopentyloxy-quinolin-3-yloxy)-6,7-dimethoxy-quinoline
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Bromocyclopentane | HCID 8728 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | HCID 178486805 | HCID 178486805 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 4-(2-Cyclopentyloxy-quinolin-3-yloxy)-6,7-dimethoxy-quinoline | HCID 23078383 | 60% |
Reaction Steps
6,7-Dimethoxy-4-(2-hydroxy-quinolin-3-yloxy)-quinoline (19 mg) was dissolved in N,N-dimethylformamide (4 ml) to prepare a solution. Potassium carbonate (180 mg) and cyclopentyl bromide (0.1 ml) 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 ethyl acetate. The organic layer was washed with water and was dried over anhydrous sodium sulfate, and the solvent was removed by distillation under the reduced pressure. The residue was purified by column chromatography using acetone-chloroform to give the title compound (14 mg, yield 60%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07560558B2 |
| Source dataset | uspto-grants-2009_07 |
| ORD ID | ord-1398dcb4d12146a4ad1099a0d5434194 |
| Source note | uspto-grants-2009_07 |