HuagongsheHuagongshe Chemistry Print Report · For research reference only
7-Methoxy-1,2,3,4-tetrahydroquinoline → Methyl 3-(7-methoxy-1,2,3,4-tetrahydroquinolin-1-yl)-2-oxo-1,2-dihydroquinoxaline-6-carboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 7-Methoxy-1,2,3,4-tetrahydroquinoline | HCID 16244388 | — |
| Reactant | Methyl 3-chloro-2-oxo-1,2-dihydroquinoxaline-6-carboxylate | HCID 68194304 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | N-methyl-2-pyrrolidone | HCID 13387 | — |
| Product | Methyl 3-(7-methoxy-1,2,3,4-tetrahydroquinolin-1-yl)-2-oxo-1,2-dihydroquinoxaline-6-carboxylate | HCID 68193987 | 50.1% |
Reaction Conditions
| Temperature | 150 °C |
|---|
Reaction Steps
To a solution of 7-methoxy-1,2,3,4-tetrahydroquinoline (1.34 g, 8.21 mmol) in NMP (5 ml) was added methyl 3-chloro-2-oxo-1,2-dihydroquinoxaline-6-carboxylate (1.1 g, 4.61 mmol). The resulting solution was stirred for 1 h at 150° C. in an oil bath and then diluted with water (300 ml). The solids were collected by filtration to afford methyl 3-(7-methoxy-1,2,3,4-tetrahydroquinolin-1-yl)-2-oxo-1,2-dihydroquinoxaline-6-carboxylate as a red solid (844 mg, 28%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09073902B2 |
| Source dataset | uspto-grants-2015_07 |
| ORD ID | ord-030dd0019f404e81b52d236c8835c6c2 |
| Source note | uspto-grants-2015_07 |