HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 449697Generated: October 29, 2026
Cesium carbonate → HCID 66742930, compound
https://huagongshe.com/reaction/449697
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | 1,1'-(9,9-Dimethyl-9H-xanthene-4,5-diyl)bis(1,1-diphenylphosphine) | HCID 636044 | — |
| Reactant | 4-Bromo-6-chloro-2-methyl-2,3-dihydropyridazin-3-one | HCID 59216474 | — |
| Reactant | HCID 66742249 | HCID 66742249 | — |
| Catalyst | Bis(dibenzylideneacetone)palladium | HCID 9811564 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | HCID 66742930 | HCID 66742930 | 22.3% |
Reaction Steps
A solution of 4-bromo-6-chloro-2-methylpyridazin-3(2H)-one (201 mg, 901 μmol), 1-(4-(6-aminopyridin-3-yl)piperidin-1-yl)ethanone (180 mg, 819 μmol), Xantphos (35.5 mg, 61.4 mmol) and cesium carbonate (801 mg, 2.46 mmol) in dry dioxane (6 ml) was vacuum de-gassed and place under argon atmosphere. To this mixture was added tris(dibenzylideneacetone)dipalladium (0) (8.48 mg, 8.19 μmol) and the vacuum de-gas cycle was repeated. The material was heated at 90° C. (oil bath) with vigorous stirring overnight. The flask was cooled to ambient and the contents were filtered through a plug of celite, rinsing well with dioxane. The combined filtrate and washes were concentrated and the resulting residue was triturated with 1:1 ratio of ether/ethyl acetate. This provided the desired product as a off-white powder (66 mg, 22%). (M+H)+=362, 364 m/e
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US08481540B2 |
|---|
| Source dataset | uspto-grants-2013_07 |
|---|
| ORD ID | ord-1697b8ce402044a8aca0df705be11025 |
|---|
| Source note | uspto-grants-2013_07 |
|---|