HuagongsheHuagongshe Chemistry Print Report · For research reference only
Acetic Acid → 2-Methoxy-4-piperazin-1-yl-quinoline
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Acetic Acid | HCID 176 | — |
| Reactant | Piperazine | HCID 4837 | — |
| Reactant | 4-Chloro-6-methoxyquinoline | HCID 228348 | — |
| Solvent | 3-(3-Methoxypropoxy)-1-propanol | HCID 66984 | — |
| Product | 2-Methoxy-4-piperazin-1-yl-quinoline | HCID 66835874 | 66% |
Reaction Steps
A mixture of 4-chloro-6-methoxyquinoline (0.97 g, 5 mmol), piperazine (4.3 g, 50 mmol) and glacial acetic acid (0.3 ml) was heated under reflux with stirring in dipropyleneglycolmonomethylether for 48 hours. The mixture was filtered, the filtrate was evaporated to dryness under reduced pressure and the raw product was purified by column chromatography on a silica column using ethyl acetate and methanol with the addition of 0.1% NH3 to yield 0.85 g of a brown solid (3.3 mmol, 66%). MS (ES) m/z=243.8 [M+H]+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08883791B2 |
| Source dataset | uspto-grants-2014_11 |
| ORD ID | ord-0a32e3b91e724d319bc86de297094ebc |
| Source note | uspto-grants-2014_11 |