HuagongsheHuagongshe Chemistry Print Report · For research reference only
5-[(4-Chlorophenyl){5-fluoro-7-[(methylsulfanyl)methyl]-1H-indol-3-yl}methyl]-2,2-dimethyl-1,3-dioxane-4,6-dione → Ethyl 3-(4-chlorophenyl)-3-{5-fluoro-7-[(methylsulfanyl)methyl]-1H-indol-3-yl}propanoate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 5-[(4-Chlorophenyl){5-fluoro-7-[(methylsulfanyl)methyl]-1H-indol-3-yl}methyl]-2,2-dimethyl-1,3-dioxane-4,6-dione | HCID 58392462 | — |
| Catalyst | Copper | HCID 23978 | — |
| Solvent | Ethanol | HCID 702 | — |
| Solvent | Pyridine | HCID 1049 | — |
| Product | Ethyl 3-(4-chlorophenyl)-3-{5-fluoro-7-[(methylsulfanyl)methyl]-1H-indol-3-yl}propanoate | HCID 58392141 | — |
Reaction Steps
2.0 mg (0.03 mmol) of copper powder were added to 2.21 g (3.08 mmol) of the compound from Example 19A with a purity of 64% in 23 ml of pyridine and 6 ml of ethanol. The reaction mixture was heated under reflux for 1 h. It was concentrated, and the crude product was purified by preparative HPLC (RP18 column; mobile phase: acetonitrile/water gradient) to result in 1.29 g (82% of theory) of the title compound with a purity of 79%.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08063234B2 |
| Source dataset | uspto-grants-2011_11 |
| ORD ID | ord-ce366fb6bb43415886d1d74039c4025a |
| Source note | uspto-grants-2011_11 |