HuagongsheHuagongshe Chemistry Print Report · For research reference only
Potassium Iodide → (S)-3-{2-chloro-4-[2-(2-fluoro-phenyl)-5-methyl-oxazol-4-ylmethoxy]-phenyl}-2-ethoxy-propionic acid methyl ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Potassium Iodide | HCID 4875 | — |
| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | Phosphorus oxychloride | HCID 24813 | — |
| Reactant | o-Fluorobenzaldehyde | HCID 67970 | — |
| Reactant | 4-Chloromethyl-2-(2-fluoro-phenyl)-5-methyl-oxazole | HCID 4441114 | — |
| Reactant | (2S)-3-(2-chloro-4-hydroxy-phenyl)-2-ethoxy-propionic acid methyl ester | HCID 68616433 | — |
| Product | (S)-3-{2-chloro-4-[2-(2-fluoro-phenyl)-5-methyl-oxazol-4-ylmethoxy]-phenyl}-2-ethoxy-propionic acid methyl ester | HCID 69279900 | — |
Reaction Steps
In analogy to the procedure described in example 1 f], (2S)-3-(2-chloro-4-hydroxy-phenyl)-2-ethoxy-propionic acid methyl ester (example 15 d]) was reacted with 4-chloromethyl-2-(2-fluoro-phenyl)-5-methyl-oxazole (prepared from 2-fluoro-benzaldehyde and diacetyl monoxyme followed by treatment with POCl3 in analogy to the procedures described in examples 5 a] and 2 b]) in the presence of cesium carbonate and potassium iodide to yield (S)-3-{2-chloro-4-[2-(2-fluoro-phenyl)-5-methyl-oxazol-4-ylmethoxy]-phenyl}-2-ethoxy-propionic acid methyl ester as colorless liquid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06969725B2 |
| Source dataset | uspto-grants-2005_11 |
| ORD ID | ord-a75fd86c047b46fdb8b9d3096fc3a631 |
| Source note | uspto-grants-2005_11 |