HuagongsheHuagongshe Chemistry Print Report · For research reference only
Cesium carbonate → HCID 59186495, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | Methyl 4-iodobenzoate | HCID 69273 | — |
| Reactant | 1,1'-(9,9-Dimethyl-9H-xanthene-4,5-diyl)bis(1,1-diphenylphosphine) | HCID 636044 | — |
| Reactant | HCID 59186204 | HCID 59186204 | — |
| Catalyst | palladium(II) acetate | HCID 167845 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | HCID 59186495 | HCID 59186495 | — |
Reaction Steps
A solution of 5-(3-chlorophenyl)[1,2,4]triazolo[1,5-a]pyridin-2-amine (1.46 g, 5.97 mmol, 1 equiv), methyl 4-iodobenzoate (1.57 g, 5.99 mmol, 1.00 equiv), palladium diacetate (134 mg, 0.597 mmol, 0.100 eq), cesium carbonate (1.96 g, 6.02 mmol, 1.01 equiv), and XantPhos (173 mg, 0.299 mmol, 0.050 eq) in 1,4-dioxane was heated at 80° C. overnight. The mixture was concentrated, and the residue was diluted with methanol and water. The resulting solid was filtered and rinsed with water, isopropanol, and hexanes. The crude product was used for the next step without further purification (1.85 g, 80%). LCMS (ESI) m/z: 379.0.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08889673B2 |
| Source dataset | uspto-grants-2014_11 |
| ORD ID | ord-518c8810af8f4057b4ae11419e928e17 |
| Source note | uspto-grants-2014_11 |