Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Acetyl chloride | HCID 6367 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | HCID 22990037 | HCID 22990037 | — |
| Solvent | tetrahydrofuran N,N-dimethylformamide | HCID 21974620 | — |
| Product | HCID 22990069 | HCID 22990069 | — |
Reaction Steps
Into a solution of N-[4-(imidazolin-2-yl)phenyl]-7-(methylphenyl)-2,3-dihydro-1-benzooxepine-4-carboxamide (120 mg) in THF/DMF (10 ml/1 ml) were added triethylamine (0.09 ml) and acetyl chloride (0.024 ml), and the resulting mixture was stirred at room temperature for one hour. The reaction mixture was mixed with water under ice cooling and was extracted with ethyl acetate. The extract was washed with an aqueous solution of sodium chloride, was dried (anhydrous magnesium sulfate) and was then concentrated. The residue was subjected to purification using silica gel column chromatography (ethyl acetate/methanol) and further to recrystallization from ethyl acetate/methanol to obtain N-[4-(acetyl-2-imidazolin-2-yl)phenyl]-2,3-dihydro-1-benzooxepine-4-carboxamide (compound 93) (56 mg) as colorless crystals.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US06627651B1 |
|---|
| Source dataset | uspto-grants-2003_09 |
|---|
| ORD ID | ord-f245ac9213bc4bb1a68322f6a12be5a0 |
|---|
| Source note | uspto-grants-2003_09 |
|---|