HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium Chloride → N-[2-(1-acetyl-6-chloro-5-methoxyindolin-3-yl)ethyl]acetamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium Chloride | HCID 5234 | — |
| Reactant | N-[2-(1-acetyl-5-methoxyindolin-3-yl)ethyl]acetamide | HCID 23283701 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | N-[2-(1-acetyl-6-chloro-5-methoxyindolin-3-yl)ethyl]acetamide | HCID 23283706 | — |
Reaction Steps
To a solution of N-[2-(1-acetyl-5-methoxyindolin-3-yl)ethyl]acetamide (0.29 mmol) in acetonitrile (1.5 ml) is added bis(trifluoroacetoxyiodobenzene) (PIFA 1.2 eq) and the medium is left stirring for 1 min at room temperature. Saturated sodium chloride solution (0.5 ml) is next added and, after 15 min, the mixture is diluted with dichloromethane (10 ml) and dried over magnesium sulphate. The crude product obtained after evaporation is chromatographed on a column of flash silica (5/95 methanol/dichloromethane) and N-[2-(l-acetyl-6-chloro-5-methoxyindolin-3-yl)ethyl]acetamide (70 mg) is thus obtained.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06004991 |
| Source dataset | uspto-grants-1999_12 |
| ORD ID | ord-7f9f2a6716c848deb5b5d78d181730e6 |
| Source note | uspto-grants-1999_12 |