HuagongsheHuagongshe Chemistry Print Report · For research reference only
(RS)-N-(4-cyano-2-hydroxy-benzyl)-2-ethoxy-2-(2-fluoro-4-methoxy-phenyl)-acetamide → (RS)-(5-cyano-2-{[2-ethoxy-2-(2-fluoro-4-methoxy-phenyl)-acetylamino]-methyl)-phenoxy)-acetic acid ethyl ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | (RS)-N-(4-cyano-2-hydroxy-benzyl)-2-ethoxy-2-(2-fluoro-4-methoxy-phenyl)-acetamide | HCID 21905309 | — |
| Reactant | Ethylbromoacetate cesium carbonate | HCID 86593044 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | (RS)-(5-cyano-2-{[2-ethoxy-2-(2-fluoro-4-methoxy-phenyl)-acetylamino]-methyl)-phenoxy)-acetic acid ethyl ester | HCID 69288832 | — |
Reaction Steps
In analogy to example 16.4, (RS)-N-(4-cyano-2-hydroxy-benzyl)-2-ethoxy-2-(2-fluoro-4-methoxy-phenyl)-acetamide (example 110.3) was alkylated with ethyl bromoacetate/cesium carbonate in DMF to give (RS)-(5-cyano-2-{[2-ethoxy-2-(2-fluoro-4-methoxy-phenyl)-acetylamino]-methyl}-phenoxy)-acetic acid ethyl ester as a colorless solid. MS 443.4 ([M−H])
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07129238B2 |
| Source dataset | uspto-grants-2006_10 |
| ORD ID | ord-d89ead26233b4ed2b95d7eb9afc8abc5 |
| Source note | uspto-grants-2006_10 |