HuagongsheHuagongshe Chemistry Print Report · For research reference only
1,4-Dioxane → [3-(4-ethanesulfonylbenzyl)-2-ethyl-8-fluoro-4-oxo-1,4-dihydroquinolin-5-yloxy]acetic Acid Methyl Ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1,4-Dioxane | HCID 31275 | — |
| Reactant | (3-Amino-4-fluorophenoxy)acetic acid methyl ester | HCID 66717607 | — |
| Reactant | 2-(4-ethanesulfonylbenzyl)-3-oxopentanoic Acid Methyl Ester | HCID 68782631 | — |
| Solvent | Water | HCID 962 | — |
| Product | [3-(4-ethanesulfonylbenzyl)-2-ethyl-8-fluoro-4-oxo-1,4-dihydroquinolin-5-yloxy]acetic Acid Methyl Ester | HCID 68781736 | — |
Reaction Conditions
| Temperature | 120 °C |
|---|
Reaction Steps
A mixture of (3-amino-4-fluorophenoxy)acetic acid methyl ester (0.90 g), 2-(4-ethanesulfonylbenzyl)-3-oxopentanoic acid methyl ester (1.4 g), polyphosphoric acid (10 g) and dioxane (10 mL) was heated at 120° C. for 17 hours. The mixture was cooled to room temperature, diluted with water and extracted with ethyl acetate. The combined extracts were washed with water, dried over magnesium sulfate and the solvent removed under reduced pressure to afford title compound, 1.9 g.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07858640B2 |
| Source dataset | uspto-grants-2010_12 |
| ORD ID | ord-4004be1256d741f9b2ebeae0c18792b4 |
| Source note | uspto-grants-2010_12 |