HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1925169Generated: October 29, 2026
Cesium carbonate → 5-(6-chloropyridin-3-yl)-1-ethylpyridin-2(1H)-one
https://huagongshe.com/reaction/1925169
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | 2-Chloropyridine-5-boronic acid | HCID 3845034 | — |
| Reactant | 5-Bromo-1-ethylpyridin-2(1H)-one | HCID 12210536 | — |
| Catalyst | HCID 178418397 | HCID 178418397 | — |
| Solvent | 1,4-Dioxane--water (1/1) | HCID 21886435 | — |
| Product | 5-(6-chloropyridin-3-yl)-1-ethylpyridin-2(1H)-one | HCID 59233288 | 54.1% |
Reaction Steps
A mixture of 5-bromo-1-ethylpyridin-2(1 H)-one (1.9 g, 9.45 mmol), 6-chloropyridin-3-ylboronic acid (1.8 g, 11.46 mmol), Cs2CO3 (9.9 g, 30.37 mmol) and tetrakis(triphenylphosphine)palladium (0) (543 mg, 0.55 mmol) were suspended in dioxane:water (15:1, 20 ml). After degassing, the mixture was heated in a microwave at 140° C. for 30 min. The reaction was then diluted with EtOAc and washed with water. The organic layer was dried over Na2SO4, filtered, and concentrated to dryness via rotary evaporation. The resulting residue was purified by LCMS to provide the title compound, 5-(6-chloropyridin-3-yl)-1-ethylpyridin-2(1 H)-one (1.2 g, 51% yield).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US08178534B2 |
|---|
| Source dataset | uspto-grants-2012_05 |
|---|
| ORD ID | ord-2be1bd6f38564219b32c7cb50da8b1d3 |
|---|
| Source note | uspto-grants-2012_05 |
|---|