HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ethyl3-Amino-4-(3-methylbut-1-ynyl)benzoate → Ethyl2-Isopropyl-1H-indole-6-carboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ethyl3-Amino-4-(3-methylbut-1-ynyl)benzoate | HCID 59762350 | — |
| Catalyst | Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI) | HCID 24350 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | Ethyl2-Isopropyl-1H-indole-6-carboxylate | HCID 59762345 | — |
Reaction Conditions
| Temperature | 160 °C |
|---|
Reaction Steps
To a solution of ethyl3-amino-4-(3-methylbut-1-ynyl)benzoate (Compound 32, 5.30 g, 22.9 mmol) in DMF (50 ml) at 25° C. under argon then added CuI (218 mg, 11.5 mmol). The reaction was heated for 2 h at 160° C., filtered off black solid, and then rinsed solid with EtOAc, organic layer was concentrated in vacuo. The residue was purified by chromatography on silica gel (0→20% EtOAc-hexanes) to yield the title compound as a yellow solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08524917B2 |
| Source dataset | uspto-grants-2013_09 |
| ORD ID | ord-51f34c0cc11647aca3b767c4dce384dd |
| Source note | uspto-grants-2013_09 |