HuagongsheHuagongshe Chemistry Print Report · For research reference only
5-[(4-Chloro-2-methylphenyl){5-fluoro-7-[(methylsulfanyl)methyl]-1H-indol-3-yl}methyl]-2,2-dimethyl-1,3-dioxane-4,6-dione → Ethyl 3-(4-chloro-2-methylphenyl)-3-{5-fluoro-7-[(methylsulfanyl)methyl]-1H-indol-3-yl}propanoate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 5-[(4-Chloro-2-methylphenyl){5-fluoro-7-[(methylsulfanyl)methyl]-1H-indol-3-yl}methyl]-2,2-dimethyl-1,3-dioxane-4,6-dione | HCID 58392301 | — |
| Catalyst | Copper | HCID 23978 | — |
| Solvent | Ethanol | HCID 702 | — |
| Solvent | Pyridine | HCID 1049 | — |
| Product | Ethyl 3-(4-chloro-2-methylphenyl)-3-{5-fluoro-7-[(methylsulfanyl)methyl]-1H-indol-3-yl}propanoate | HCID 58392476 | 31.5% |
Reaction Steps
2.1 mg (34 μmol) of copper powder were added to a solution of 2.48 g of the compound from Example 92A in 28 ml of pyridine and 8 ml of ethanol. The reaction mixture was heated under reflux for 1 h. It was concentrated, and the crude product was purified by flash chromatography on silica gel (mobile phase: cyclohexane/ethyl acetate gradient) to result in 0.69 g of the title compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08063234B2 |
| Source dataset | uspto-grants-2011_11 |
| ORD ID | ord-faf1ac34c33641cc86b57c6f933220e2 |
| Source note | uspto-grants-2011_11 |