Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Picolinic acid | HCID 1018 | — |
| Reactant | Diethyl Malonate | HCID 7761 | — |
| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | HCID 71236679 | HCID 71236679 | — |
| Catalyst | Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI) | HCID 24350 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | HCID 71236577 | HCID 71236577 | 166.9% |
Reaction Steps
To a suspension of 2-(3,4-difluorophenoxy)-5-iodopyridine (22 g, 41.0 mmol), diethyl malonate (6.56 g, 41.0 mmol) and Cs2CO3 (13.34 g, 41.0 mmol) in 1,4-dioxane (200 mL) was added picolinic acid (5.04 g, 41.0 mmol) and copper(I) iodide (7.80 g, 41.0 mmol). The reaction mixture was stirred at 80° C. for 10 hr. and then concentrated under reduced pressure. The residue was extracted with CH2Cl2, and then the organic layer was separated and concentrated under reduced pressure to provide diethyl 2-(6-(3,4-difluorophenoxy)pyridin-3-yl)malonate (25 g, 85%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US09273054B2 |
|---|
| Source dataset | uspto-grants-2016_03 |
|---|
| ORD ID | ord-813c99f8a6a94293a0a1d948d738deef |
|---|
| Source note | uspto-grants-2016_03 |
|---|
