Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2203682Generated: November 1, 2026

Cesium carbonate → HCID 118161578, compound

https://huagongshe.com/reaction/2203682

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCesium carbonateHCID 10796—
Reactant3-(difluoroMethoxy)-5-(4,4,5,5-tetraMethyl-1,3,2-dioxaborolan-2-yl)pyridin-2-aMineHCID 49853531—
ReactantHCID 118161758HCID 118161758—
CatalystCuprous 2-thiophenecarboxylateHCID 11194830—
CatalystHCID 178418476HCID 178418476—
SolventOxolane--water (1/1)HCID 21881883—
ProductHCID 118161578HCID 11816157823%

Reaction Conditions

Temperature110 °C

Reaction Steps

To a solution of 3,3-bis(methylthio)-1-(spiro[bicyclo[3.1.0]hexane-3,3′-oxetan]-6-yl)prop-2-en-1-one (250 mg, 924 mmol) in 6:1 tetrahydrofuran/water (3.5 mL) was added 3-(difluoromethoxy)-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridin-2-amine (317 mg, 1.11 mmol), copper(I) thiophene-2-carboxylate (353 mg, 1.85 mmol), cesium carbonate (602 mg, 1.85 mmol), and bis(triphenylphosphine)palladium(II) dichloride (65 mg, 92 mmol). The reaction mixture was heated at 110° C. with microwave irradiation for 1.5 h. The reaction mixture was concentrated, and the resulting residue was purified by flash column chromatography (ethyl acetate) to afford product as a white solid (0.080 g, 23%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09365583B2
Source datasetuspto-grants-2016_06
ORD IDord-8705a0e5109040819c943f678c03e431
Source noteuspto-grants-2016_06