HuagongsheHuagongshe Chemistry Print Report · For research reference only
Acetyl chloride → HCID 59426209, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Acetyl chloride | HCID 6367 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | HCID 59425830 | HCID 59425830 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 59426209 | HCID 59426209 | 97.1% |
Reaction Steps
2-[4-(2-Aminoethoxy)phenyl]-1-ethyl-6-methoxy-1H-indole-3-carbonitrile (30 mg, 0.09 mmol), prepared as in example 1BB, step B, was dissolved in THF (400 μL), and Et3N (24 μL, 0.17 mmol). Acetyl chloride (10 μL, 0.14 mmol) was added, and the reaction mixture was stirred at room temperature for 2 h. The reaction mixture was partitioned between EtOAc and H2O. The organic layer was dried and concentrated. Purification by silica gel chromatography (EtOAc) yielded N-{2-[4-(3-cyano-1-ethyl-6-methoxy-1H-indol-2-yl)phenoxy]ethyl} acetamide (33 mg, 97%) as a white solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08013006B2 |
| Source dataset | uspto-grants-2011_09 |
| ORD ID | ord-4d1ecf937ac0450eb4408af2283dc7cd |
| Source note | uspto-grants-2011_09 |