HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ethanamine, 2,2,2-trifluoro- → HCID 70664799, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ethanamine, 2,2,2-trifluoro- | HCID 9773 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | Methyl 3-chloro-2-(4-fluorophenyl)quinoxaline-6-carboxylate | HCID 77231184 | — |
| Solvent | Dimethyl Sulfoxide | HCID 679 | — |
| Solvent | Water | HCID 962 | — |
| Product | HCID 70664799 | HCID 70664799 | 67% |
Reaction Steps
To a solution of methyl 3-chloro-2-(4-fluorophenyl)quinoxaline-6-carboxylate (500 mg, 1.58 mmol) in DMSO (23 ml) was added 2,2,2-trifluoroethan-1-amine (188 mg, 1.90 mmol) and DIEA (407 mg, 3.15 mmol,) with stirring, and the resulting mixture was allowed to react for 4 days at 110° C. in an oil bath. The reaction mixture was diluted with water (80 ml), extracted with dichloromethane (4×15 ml), dried over anhydrous sodium sulfate, and concentrated in vacuo to give the residue, which was purified via silica gel column chromatography (2% ethyl acetate in petroleum ether) to afford methyl 2-(4-fluorophenyl)-3-[(2,2,2-trifluoroethyl)amino]quinoxaline-6-carboxylate as a yellow solid (400 mg, 67%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08912188B2 |
| Source dataset | uspto-grants-2014_12 |
| ORD ID | ord-3dc744ea2df14aa888172d99bf14944d |
| Source note | uspto-grants-2014_12 |