HuagongsheHuagongshe Chemistry Print Report · For research reference only
Benzyl Bromide → Oxo [(phenylmethyl)(1,2,3,4-tetrahydro-6-nitro-5-quinolinyl)amino]acetic Acid Ethyl Ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Benzyl Bromide | HCID 7498 | — |
| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | [(1,2,3,4-Tetrahydro-6-nitro-5-quinolinyl)amino]oxo-acetic Acid Ethyl Ester | HCID 10334564 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | Oxo [(phenylmethyl)(1,2,3,4-tetrahydro-6-nitro-5-quinolinyl)amino]acetic Acid Ethyl Ester | HCID 57199892 | 91.3% |
Reaction Steps
A mixture of the product from Example 87 (0.58 g, 2 mmol), benzylbromide (0.41 g, 2.4 mmol) and cesium carbonate (0.78 g, 2.4 mmol) in 10 mL of acetonitrile was stirred at room temperature for 2 hours. The triethylamine hydrobromide was removed by filtration and the filtrate evaporated. The residue was purified by silica gel chromatography (2:1 heptane:ethyl acetate as eluant) to give the title compound as a yellow solid (0.7 g, 91% yield).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06703391B2 |
| Source dataset | uspto-grants-2004_03 |
| ORD ID | ord-78d2979351614d528fc245cf82d1e470 |
| Source note | uspto-grants-2004_03 |