HuagongsheHuagongshe Chemistry Print Report · For research reference only
Trifluoroacetic anhydride → 2-(5-Fluorobenzofuran-2-yl)-3-[methyl(propan-2-yl)amino]quinoxaline-6-carbonitrile
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Trifluoroacetic anhydride | HCID 9845 | — |
| Reactant | N-tert-butyl-2-(5-fluorobenzofuran-2-yl)-3-[methyl(propan-2-yl)amino]quinoxaline-6-carboxamide | HCID 70654245 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 2-(5-Fluorobenzofuran-2-yl)-3-[methyl(propan-2-yl)amino]quinoxaline-6-carbonitrile | HCID 70654240 | 80.4% |
Reaction Steps
To a solution of N-tert-butyl-2-(5-fluorobenzofuran-2-yl)-3-[methyl(propan-2-yl)amino]quinoxaline-6-carboxamide (600 mg, crude) in dichloromethane (30 ml) was added TFAA (3 ml) with stifling overnight at room temperature. The reaction mixture was quenched with water (80 ml) and adjusted to pH 8 with sodium bicarbonate solution, extracted with dichloromethane (4×50 ml), and the organic layers combined and concentrated in vacuo to give the residue, which was purified by silica gel column chromatography (1% ethyl acetate in petroleum ether) to afford 2-(5-fluorobenzofuran-2-yl)-3-[methyl(propan-2-yl)amino]quinoxaline-6-carbonitrile as a yellow solid (400 mg, 80%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08916561B2 |
| Source dataset | uspto-grants-2014_12 |
| ORD ID | ord-12e996572abe4657be0038df064c2c26 |
| Source note | uspto-grants-2014_12 |