Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Pyridine | HCID 1049 | — |
| Reactant | Acetic Anhydride | HCID 7918 | — |
| Reactant | Ethyl Acetate | HCID 8857 | — |
| Reactant | HCID 67067110 | HCID 67067110 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 68109721 | HCID 68109721 | 73.8% |
Reaction Steps
2,3-Dihydro-5-(3-quinolinyl)-1H-1,4-benzodiazepine (0.20 g, 0.73 mmol) was dissolved in 10 mL of methylene chloride, and acetic anhydride (0.1 mL, 1.1 mmol), pyridine (0.18 mL, 2.2 mmol) were added to the resulting solution, followed by stirring at room temperature for 2 hours. Then the resulting solution was distilled off under redused pressure for 14 hours. The resulting reaction solution was cooled to room temperature and added with ethyl acetate. Then the solution was washed with 0.5N citric acid solution, brine and saturated bicarbonate water, followed by drying with magnesium sulfate. The solvent was distilled off under reduced pressure. The resulting residue was purified by silica gel column chromatography (eluent: chloroform:methanol=9:1) to obtain the target compound (0.17 g, yield: 15%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US09062024B2 |
|---|
| Source dataset | uspto-grants-2015_06 |
|---|
| ORD ID | ord-d39f55476f444fd89d54523f2f14fac6 |
|---|
| Source note | uspto-grants-2015_06 |
|---|