HuagongsheHuagongshe Chemistry Print Report · For research reference only
1,3-Dichloroacetone → [Rac]-2-ethoxy-3-{5-ethoxy-2-fluoro-4-[2-(4-isopropyl-phenyl)-thiazol-4-ylmethoxy]-phenyl}-propionic acid ethyl ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1,3-Dichloroacetone | HCID 10793 | — |
| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | 4-(Propan-2-yl)benzene-1-carbothioamide | HCID 2078831 | — |
| Reactant | 4-Chloromethyl-2-(4-isopropyl-phenyl)-thiazole | HCID 2095697 | — |
| Reactant | [Rac]-2-ethoxy-3-(5-ethoxy-2-fluoro-4-hydroxy-phenyl)-propionic acid ethyl ester | HCID 68617763 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | [Rac]-2-ethoxy-3-{5-ethoxy-2-fluoro-4-[2-(4-isopropyl-phenyl)-thiazol-4-ylmethoxy]-phenyl}-propionic acid ethyl ester | HCID 68616616 | — |
Reaction Steps
In analogy to the procedure described in example 4 d], [rac]-2-ethoxy-3-(5-ethoxy-2-fluoro-4-hydroxy-phenyl)-propionic acid ethyl ester was reacted with 4-chloromethyl-2-(4-isopropyl-phenyl)-thiazole (prepared from 4-isopropyl-thiobenzamide and 1,3-dichloroacetone in analogy to the procedure described in example 4 a]) in acetonitrile in the presence of cesium carbonate to yield [rac]-2-ethoxy-3-{5-ethoxy-2-fluoro-4-[2-(4-isopropyl-phenyl)-thiazol-4-ylmethoxy]-phenyl}-propionic acid ethyl ester, which was further saponified in analogy to the procedure described in example 4 e], to yield [rac]-2-ethoxy-3-{5-ethoxy-2-fluoro-4-[2-(4-isopropyl-phenyl)-thiazol-4-ylmethoxy]-phenyl}-propionic acid as light yellow solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06809110B2 |
| Source dataset | uspto-grants-2004_10 |
| ORD ID | ord-f72b7198ad8a49b39939d6ef72526239 |
| Source note | uspto-grants-2004_10 |