HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 626579Generated: October 31, 2026
Cesium carbonate → HCID 90410557, compound
https://huagongshe.com/reaction/626579
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | 1-Pyrrolidinecarboxamide | HCID 138335 | — |
| Reactant | 1,1'-(9,9-Dimethyl-9H-xanthene-4,5-diyl)bis(1,1-diphenylphosphine) | HCID 636044 | — |
| Reactant | 3-((2-Chloropyridin-4-yl)oxy)-2-methyl-6-nitropyridine | HCID 90403621 | — |
| Catalyst | Bis(dibenzylideneacetone)palladium | HCID 9811564 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | HCID 90410557 | HCID 90410557 | 100.3% |
Reaction Steps
A mixture of Example A3 (0.500 g, 1.882 mmol), pyrrolidine-1-carboxamide (1.074 g, 9.41 mmol), Cs2CO3 (1.226 g, 3.76 mmol) and Xantphos (0.218 g, 0.376 mmol) in dioxane (100 mL) was sparged with Ar, treated with Pd2(dba)3 (0.172 g, 0.188 mmol), sparged again with Ar and heated at 100° C. overnight. The mixture was cooled to RT, diluted with THF, the solids removed via filtration and the filtrate concentrated to dryness and purified via silica gel chromatography (MeOH/DCM) to afford N-(4-((2-methyl-6-nitropyridin-3-yl)oxy)pyridin-2-yl)pyrrolidine-1-carboxamide (648 mg, 100%). MS (ESI) m/z: 344.1 (M+H+).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US09309224B2 |
|---|
| Source dataset | uspto-grants-2016_04 |
|---|
| ORD ID | ord-33a5b51066694b9e83ea4c9233753754 |
|---|
| Source note | uspto-grants-2016_04 |
|---|
