HuagongsheHuagongshe Chemistry Print Report · For research reference only
Pyridine → 3-{4-[3-(4-Nitrophenyl)-2-oxo-2H-pyridin-1-yl]phenyl}propionic acid ethyl ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Pyridine | HCID 1049 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | 4-(2-Ethoxycarbonylethyl)benzeneboronic acid | HCID 3851700 | — |
| Reactant | 3-(4-Nitrophenyl)pyridin-2(1H)-one | HCID 54161410 | — |
| Catalyst | Cupric acetate | HCID 8895 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 3-{4-[3-(4-Nitrophenyl)-2-oxo-2H-pyridin-1-yl]phenyl}propionic acid ethyl ester | HCID 69300334 | — |
Reaction Steps
3-(4-Nitrophenyl)-1H-pyridin-2-one (P3) (0.2 g, 0.92 mmol), copper (II) acetate (0.334 g, 2 equiv.), diisopropylethylamine (0.31 mL, 2 equiv.), and pyridine (0.15 mL, 2 equiv.) were added to a stirred solution of 4-(2-ethoxycarbonylethyl)phenyl boronic acid (0.308 g, 1.3 mmol) in dichloromethane (10 mL). The reaction mixture was then stirred under argon at room temperature for 4 hours. The solution was then filtered through celite, concentrated and purified by chromatography on silica gel (50% v/v ethyl acetate in hexane) to afford the title compound as an oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07410984B2 |
| Source dataset | uspto-grants-2008_08 |
| ORD ID | ord-4aa9d962a0e24c18bd33e83306bfd2b0 |
| Source note | uspto-grants-2008_08 |