HuagongsheHuagongshe Chemistry Print Report · For research reference only
Potassium Carbonate → 8-Chloro-7-(2-methoxyethoxy)-2-methylquinoline
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 2-Bromoethyl methyl ether | HCID 80972 | — |
| Reactant | 8-Chloro-2-methylquinolin-7-ol | HCID 135858974 | — |
| Solvent | Acetone | HCID 180 | — |
| Product | 8-Chloro-7-(2-methoxyethoxy)-2-methylquinoline | HCID 70983099 | — |
Reaction Steps
8-chloro-2-methylquinolin-7-ol (80 mg, 0.41 mmol), potassium carbonate (171 mg, 1.2 mmol) and 1-bromo-2-methoxyethane (115 mg, 0.83 mmol) in acetone (10 mL) were stirred at 70° C. in a sealed tube for 20 hours. After dilution with water (50 mL) the reaction was extracted with DCM. The DCM phases were concentrated under reduced pressure and the residue purified by reverse phase chromatography (SP4, 25M, eluting with a gradient of water/ACN 100:0 to 0:100, 20 column volumes) to yield 8-chloro-7-(2-methoxyethoxy)-2-methylquinoline as a solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08889704B2 |
| Source dataset | uspto-grants-2014_11 |
| ORD ID | ord-cb6694d9264d478d9c5d886681ebee4d |
| Source note | uspto-grants-2014_11 |