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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1431133Generated: November 2, 2026

Cesium carbonate → HCID 66742927, compound

https://huagongshe.com/reaction/1431133

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCesium carbonateHCID 10796—
Reactant1,1'-(9,9-Dimethyl-9H-xanthene-4,5-diyl)bis(1,1-diphenylphosphine)HCID 636044—
ReactantHCID 58328452HCID 58328452—
Reactant4-Bromo-6-chloro-2-methyl-2,3-dihydropyridazin-3-oneHCID 59216474—
Catalyst(1E,4E)-1,5-diphenylpenta-1,4-dien-3-one; palladiumHCID 6505921—
Solvent1,4-DioxaneHCID 31275—
ProductHCID 66742927HCID 66742927100.4%

Reaction Conditions

Temperature105 °C

Reaction Steps

In a 15 mL microwave reaction vial was added a solution of 5-(2-(dimethylamino)ethoxy)pyrazin-2-amine (190 mg, 1.04 mmol, Eq: 1.00) in dioxane (7 ml) under argon. 4-bromo-6-chloro-2-methylpyridazin-3(2H)-one (303 mg, 1.36 mmol, Eq: 1.3), Cs2CO3 (1.02 g, 3.13 mmol, Eq: 3), xantphos (90.5 mg, 156 μmol, Eq: 0.15) and bis(dibenzylideneacetone)palladium (45.0 mg, 78.2 μmol, Eq: 0.075) were added and the reaction tube was heated in an oil bath at 105° C. (bath temp) for 7 hrs followed by stirring at room temperature overnight. The reaction mixture was filtered and the solid was washed with dioxane (20 mL) and DCM (5 mL). The combined filtrate and washes was concentrated. The residue was purified by LC chromatography eluting with 0-10% (10% NH4OH in MeOH) in (1/1) EtOAc/heptane to afford 339 mg (67%) of the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08940741B2
Source datasetuspto-grants-2015_01
ORD IDord-163973e538354076ad7a89e0f0a37711
Source noteuspto-grants-2015_01