HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ethyl Acetate → N-(2,4-dimethoxybenzyl)-7-methoxyquinoxalin-2-amine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ethyl Acetate | HCID 8857 | — |
| Reactant | 2,4-Dimethoxybenzylamine | HCID 597250 | — |
| Reactant | 2-Chloro-7-methoxyquinoxaline | HCID 12686415 | — |
| Solvent | Dimethyl Sulfoxide | HCID 679 | — |
| Product | N-(2,4-dimethoxybenzyl)-7-methoxyquinoxalin-2-amine | HCID 57476568 | 93.2% |
Reaction Steps
2-Chloro-7-methoxyquinoxaline (0.51 g, 2.62 mmol), prepared according to J. Chem. Soc. Perk Trans. 1, 2001, 978-984, and (2,4-dimethoxyphenyl)methanamine (1.181 mL, 7.86 mmol) were microwaved in DMSO (2.5 mL) for 30 min at 150° C. This was diluted into 150 mL EtOAc and extracted three times with 100 mL brine. The crude product was purified by flash chromatography on a 90 g silica gel cartridge with 20 to 80% EtOAc in hexane, 50 min, at 40 mL/min to afford N-(2,4-dimethoxybenzyl)-7-methoxyquinoxalin-2-amine (795 mg, 2.443 mmol, 93% yield).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07863291B2 |
| Source dataset | uspto-grants-2011_01 |
| ORD ID | ord-e10112567dc647fb8bbae080d6ba792c |
| Source note | uspto-grants-2011_01 |