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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 449697Generated: October 29, 2026

Cesium carbonate → HCID 66742930, compound

https://huagongshe.com/reaction/449697

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCesium carbonateHCID 10796—
Reactant1,1'-(9,9-Dimethyl-9H-xanthene-4,5-diyl)bis(1,1-diphenylphosphine)HCID 636044—
Reactant4-Bromo-6-chloro-2-methyl-2,3-dihydropyridazin-3-oneHCID 59216474—
ReactantHCID 66742249HCID 66742249—
CatalystBis(dibenzylideneacetone)palladiumHCID 9811564—
Solvent1,4-DioxaneHCID 31275—
ProductHCID 66742930HCID 6674293022.3%

Reaction Conditions

Temperature90 °C

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

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08481540B2
Source datasetuspto-grants-2013_07
ORD IDord-1697b8ce402044a8aca0df705be11025
Source noteuspto-grants-2013_07