Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | 1,4-Dioxane | HCID 31275 | — |
| Reactant | (3-Amino-4-fluorophenoxy)acetic acid methyl ester | HCID 66717607 | — |
| Reactant | HCID 68782166 | HCID 68782166 | — |
| Solvent | Water | HCID 962 | — |
| Product | HCID 68782457 | HCID 68782457 | — |
Reaction Steps
A mixture of (3-amino-4-fluorophenoxy)acetic acid methyl ester (1.0 g), 2-(2-chloro-4-methanesulfonylbenzyl)-3-oxopentanoic acid methyl ester (2.1 g), polyphosphoric acid (10 g) and dioxane (10 mL) was heated at 130° C. for 18 hours. The mixture was cooled to room temperature, diluted with water and extracted with ethyl acetate. The combined extracts were washed with saturated aqueous sodium chloride solution and dried over magnesium sulfate. The solvent was removed under reduced pressure and the residue purified by column chromatography on silica gel, eluting with a mixture of dichloromethane and methanol (19:1 by volume) to afford title compound, 1.6 g.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US07858640B2 |
|---|
| Source dataset | uspto-grants-2010_12 |
|---|
| ORD ID | ord-6478b0b5c4984128875c834b39c0aa65 |
|---|
| Source note | uspto-grants-2010_12 |
|---|