HuagongsheHuagongshe Chemistry Print Report · For research reference only
Acetic Anhydride → 3-[2-[[(E)-3-(3-pyridyl)-acryloyl]amino]ethyl]phenyl acetate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Acetic Anhydride | HCID 7918 | — |
| Reactant | Ethyl Acetate | HCID 8857 | — |
| Reactant | (E)-N-(3-hydroxyphenethyl)-3-(3-pyridyl)-2-propenoic acid amide | HCID 23067308 | — |
| Solvent | Pyridine | HCID 1049 | — |
| Product | 3-[2-[[(E)-3-(3-pyridyl)-acryloyl]amino]ethyl]phenyl acetate | HCID 20701320 | 82.6% |
Reaction Steps
(E)-N-(3-hydroxyphenethyl)-3-(3-pyridyl)-2-propenoic acid amide (600 mg, 2.24 mmol) obtained in Example 81 was dissolved in pyridine (4.0 ml) and acetic anhydride (0.40 ml, 4.24 mmol) was added under ice-cooling and stirred at room temperature for 1.5 hours. Ethyl acetate was added to the reaction mixture and the mixture was washed with water and dried over magnesium sulfate. The solvent was distilled out under reduced pressure, and the residue was purified by silica gel column chromatography (methanol:dichloromethane=1:30) and recrystallized to yield the titled compound (574 mg, 82%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06313153B1 |
| Source dataset | uspto-grants-2001_11 |
| ORD ID | ord-075f229fb7b94fd3b94221b027df1634 |
| Source note | uspto-grants-2001_11 |