HuagongsheHuagongshe Chemistry Print Report · For research reference only
7-Fluoro-1,2,3,4-tetrahydroquinoline → Methyl 3-(7-fluoro-1,2,3,4-tetrahydroquinolin-1-yl)-2-oxo-1,2-dihydroquinoxaline-6-carboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 7-Fluoro-1,2,3,4-tetrahydroquinoline | HCID 16244387 | — |
| 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-fluoro-1,2,3,4-tetrahydroquinolin-1-yl)-2-oxo-1,2-dihydroquinoxaline-6-carboxylate | HCID 68194229 | 67.6% |
Reaction Conditions
| Temperature | 150 °C |
|---|
Reaction Steps
To a solution of 7-fluoro-1,2,3,4-tetrahydroquinoline (1 g, 6.61 mmol) in NMP (30 ml) was added methyl 3-chloro-2-oxo-1,2-dihydroquinoxaline-6-carboxylate (900 mg, 3.77 mmol) and then stirred for 2 h at 150° C. The resulting solution was diluted with water ((900 ml). The solids were collected by filtration to afford methyl 3-(7-fluoro-1,2,3,4-tetrahydroquinolin-1-yl)-2-oxo-1,2-dihydroquinoxaline-6-carboxylate as a brown solid (900 mg, 39%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09073902B2 |
| Source dataset | uspto-grants-2015_07 |
| ORD ID | ord-4bd9accf5e974c9e97fbdf596df636e2 |
| Source note | uspto-grants-2015_07 |