HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Potassium Iodide → 2-(2-Benzyloxy-ethoxy)-4-methyl-6-(3-trifluoromethyl-phenyl)-nicotinic acid methyl ester
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Potassium Iodide | HCID 4875 | — |
| Edukt | Cesium carbonate | HCID 10796 | — |
| Edukt | Benzene, ((2-bromoethoxy)methyl)- | HCID 73833 | — |
| Edukt | 4-Methyl-2-oxo-6-(3-trifluoromethyl-phenyl)-1,2-dihydro-pyridine-3-carboxylic acid methyl ester | HCID 57441130 | — |
| Lösungsmittel | Dimethyl Sulfoxide | HCID 679 | — |
| Produkt | 2-(2-Benzyloxy-ethoxy)-4-methyl-6-(3-trifluoromethyl-phenyl)-nicotinic acid methyl ester | HCID 66901585 | 82% |
Reaktionsschritte
A solution of 0.62 g (2.0 mmol) of 4-methyl-2-oxo-6-(3-trifluoromethyl-phenyl)-1,2-dihydro-pyridine-3-carboxylic acid methyl ester in 10 ml of DMSO was treated at RT with 1.947 g (6.0 mmol) of cesium carbonate and 0.066 g (0.4 mmol) of potassium iodide. 0.38 ml=0.514 g (2.4 mmol) of (2-bromo-ethoxymethyl)-benzene was added drop by drop and the reaction mixture was stirred for 16 hours at RT. It was then poured into crashed ice and extracted three times with CH2Cl2; the organic phases were washed with water, dried over magnesium sulfate, filtered and evaporated. The residue was purified by flash column chromatography (heptane/EtOAc 1:0 to 1:1) to give 0.73 g (82%) of the title compound as light yellow oil. MS: 446.2 (MH+).
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US08153805B2 |
| Quelldatensatz | uspto-grants-2012_04 |
| ORD ID | ord-56a5f4d45e8d48aab6e12a7b00c199b0 |
| Quellennotiz | uspto-grants-2012_04 |