HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ethyl Acetate → 2-(4-[1,2,3]Triazol-1-yl-butyl)-5-{2-[2-(4-trifluoromethyl-phenyl)-vinyl]-oxazol-4-ylmethoxy}-pyrimidine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ethyl Acetate | HCID 8857 | — |
| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | 4-Chloromethyl-2-[2-(4-trifluoromethyl-phenyl)-vinyl]-oxazole | HCID 69068290 | — |
| Reactant | 2-(4-[1,2,3]Triazol-1-yl-butyl)-pyrimidin-5-ol | HCID 69486158 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 2-(4-[1,2,3]Triazol-1-yl-butyl)-5-{2-[2-(4-trifluoromethyl-phenyl)-vinyl]-oxazol-4-ylmethoxy}-pyrimidine | HCID 69486296 | — |
Reaction Steps
A mixture of 4-chlormethyl-2-[2-(4-trifluoromethyl-phenyl)-vinyl]-oxazole (0.144 g, 0.50 mmol), 2-(4-[1,2,3]triazol-1-yl-butyl)-pyrimidin-5-ol (0.078 g, 0.357 mmol) and cesium carbonate (Cs2CO3) (0.175 g, 0.536 mmol) in DMF (10 ml) is kept at 80° C. for 2 h. After cooling ethyl acetate (25 ml) is added, the mixture is washed with sat. NH4Cl and brine, dried over MgSO4 and concentrated in vacuo. The crude product is purified by flash column chromatography (ethyl acetate (100%)->ethyl acetate/methanol 9:1) and 2-(4-[1,2,3]-triazol-1-yl-butyl)-5-{2-[2-(4-trifluoromethyl-phenyl)-vinyl]-oxazol-4-ylmethoxy}-pyrimidine can be isolated as a white solid. Yield 40 mg (24%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07179812B2 |
| Source dataset | uspto-grants-2007_02 |
| ORD ID | ord-01b6a3316a4b48c09b545a12f8434f42 |
| Source note | uspto-grants-2007_02 |