HuagongsheHuagongshe Chemistry Print Report · For research reference only
Acetyl chloride → N-(5-fluoro-2-oxo-2,3-dihydro-1H-indol-7-yl)-acetamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Acetyl chloride | HCID 6367 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 7-Amino-5-fluoroindolin-2-one | HCID 59250054 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | N-(5-fluoro-2-oxo-2,3-dihydro-1H-indol-7-yl)-acetamide | HCID 66608895 | 96.1% |
Reaction Conditions
| Temperature | 0 °C |
|---|
Reaction Steps
A stirred solution of 7-amino-5-fluoro-1,3-dihydro-indol-2-one (1.0 g, 6 mmol) obtained from Example 4 in 30 ml of tetrahydrofuran was added with triethylamine (1.3 ml, 9 mmol). The solution was cooled down to 0° C. in an ice-water bath and added with acetyl chloride (1.3 ml, 9 mmol) dropwise. The resulting mixture was heated to reflux for 1.5 hours and cooled until precipitate was formed. The solid was filtered, washed with water (50 ml×3) and dried in vacuo to give N-(5-fluoro-2-oxo-2,3-dihydro-1H-indol-7-yl)-acetamide (1.2 g, 96%) as a white solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08012966B2 |
| Source dataset | uspto-grants-2011_09 |
| ORD ID | ord-8798eb44c04d402e98714fbbb541681d |
| Source note | uspto-grants-2011_09 |