HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → 6-chloro-7-ethoxy-8-nitro-9H-beta-carboline
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Sodium ethoxide | HCID 2723922 | — |
| Reactant | 6-chloro-7-fluoro-8-nitro-9H-pyrido[3,4-b]indole | HCID 59337533 | — |
| Solvent | Dimethyl Sulfoxide | HCID 679 | — |
| Solvent | Water | HCID 962 | — |
| Product | 6-chloro-7-ethoxy-8-nitro-9H-beta-carboline | HCID 67165133 | 40% |
Reaction Steps
Sodium ethoxide (232 mg, 3.4 mmol) was added to a solution of 6-chloro-7-fluoro-8-nitro-9H-β-carboline (200 mg, 0.76 mmol) in DMSO (4 ml) and the reaction mixture allowed to stir overnight. The reaction mixture was diluted with water and the pH of the solution was adjusted to about 4 by adding 1N HCl. The aqueous solution was extracted (3×) with EtOAc. The combined EtOAc layers were dried and evaporated. The crude product was purified by flash chromatography to give the desired product in 40-60% yield.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07727985B2 |
| Source dataset | uspto-grants-2010_06 |
| ORD ID | ord-43669270af0443af8dcc4c27264a3edb |
| Source note | uspto-grants-2010_06 |