HuagongsheHuagongshe Chemistry Print Report · For research reference only
Cesium carbonate → 2-{4-[2-Cyclopropyl-6-(4-trifluoromethyl-phenyl)-pyridin-3-ylmethoxy]-2-methyl-phenoxy}-2-methyl-propionic acid ethyl ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | Ethyl 2-(4-hydroxy-2-methylphenoxy)-2-methylpropanoate | HCID 16756990 | — |
| Reactant | 3-Chloromethyl-2-cyclopropyl-6-(4-trifluoromethyl-phenyl)-pyridine | HCID 21935931 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | 2-{4-[2-Cyclopropyl-6-(4-trifluoromethyl-phenyl)-pyridin-3-ylmethoxy]-2-methyl-phenoxy}-2-methyl-propionic acid ethyl ester | HCID 67072418 | — |
Reaction Steps
To 0.102 g (0.428 mmol) of 2-(4-hydroxy-2-methyl-phenoxy)-2-methyl-propionic acid ethyl ester (described in WO 02/092590) and 0.134 g (0.429 mmol) of the above prepared 3-chloromethyl-2-cyclopropyl-6-(4-trifluoromethyl-phenyl)-pyridine, dissolved in 2.5 ml of abs. acetonitrile, was added 0.168 g of Cs2CO3 (0.516 mmol). The reaction was stirred over night at ambient temperature. Pouring onto crashed ice/NH4Cl-solution, twofold extraction with AcOEt, washing with water and brine, drying over magnesium sulfate, and evaporation of the solvents, followed by flash chromatography (SiO2, hexane/AcOEt=88/12) yielded 0.221 g of pure title compound as colorless oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07115611B2 |
| Source dataset | uspto-grants-2006_10 |
| ORD ID | ord-72616b81aca14ec790ef0ecbbaf54d7d |
| Source note | uspto-grants-2006_10 |