Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Piperidine | HCID 8082 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | HCID 57756370 | HCID 57756370 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 57756424 | HCID 57756424 | 58.6% |
Reaction Steps
[4-(2-Chloro-ethoxy)-phenyl]-[2-(6,7-dimethoxy-quinolin-4-yloxy)-5-methyl-phenyl]-methanone (compound 189) (48 mg) was dissolved in N,N-dimethylformamide to prepare a solution. Potassium carbonate (86 mg) and piperidine (52 mg) were then added to the solution, and the mixture was stirred at 80° C. overnight. The reaction solution was cooled to room temperature, and water was then added to the reaction solution, and the mixture was extracted with ethyl acetate. The ethyl acetate layer was then washed with water and saturated brine and was dried over anhydrous sodium sulfate. The solvent was removed by distillation under the reduced pressure, and the residue was purified by column chromatography using chloroform methanol to give the title compound (31 mg, yield 58%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US07560558B2 |
|---|
| Source dataset | uspto-grants-2009_07 |
|---|
| ORD ID | ord-c6e4c6e99df84b6f88e6877a7ee33cdd |
|---|
| Source note | uspto-grants-2009_07 |
|---|