Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Picolinic acid | HCID 1018 | — |
| Reactant | Diethyl Malonate | HCID 7761 | — |
| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | HCID 86676374 | HCID 86676374 | — |
| Catalyst | Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI) | HCID 24350 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | HCID 71236644 | HCID 71236644 | 196.8% |
Reaction Steps
To a solution of 5-(4-chloro-3-(trifluoromethyl)phenoxy)-2-iodopyridine (6 g, 7.06 mmol), diethyl malonate (2.261 g, 14.12 mmol) and picolinic acid (0.261 g, 2.117 mmol) in 1,4-dioxane (60 mL) were added Cs2CO3 (6.90 g, 21.17 mmol) and copper(I) iodide (0.134 g, 0.706 mmol). The reaction mixture was stirred at 80° C. for 10 hr. and then concentrated under reduced pressure. The reaction mixture was then extracted with CH2Cl2. The organic layer was separated and concentrated under reduced pressure to provide the diethyl 2-(5-(4-chloro-3-(trifluoromethyl) phenoxy)pyridin-2-yl)malonate (6 g, 77%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US09273054B2 |
|---|
| Source dataset | uspto-grants-2016_03 |
|---|
| ORD ID | ord-01d9ed62b8334a588e2da865e4a759f8 |
|---|
| Source note | uspto-grants-2016_03 |
|---|
