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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2244458Generated: October 31, 2026

Cesium carbonate → HCID 86606578, compound

https://huagongshe.com/reaction/2244458

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCesium carbonateHCID 10796—
Reactant3,5-DifluoroanilineHCID 96595—
Reactant1,1'-(9,9-Dimethyl-9H-xanthene-4,5-diyl)bis(1,1-diphenylphosphine)HCID 636044—
ReactantHCID 86606579HCID 86606579—
SolventTetrahydrofuranHCID 8028—
Solvent1,4-DioxaneHCID 31275—
ProductHCID 86606578HCID 866065788.4%

Reaction Steps

A microwave vial was charged with 5-bromo-2-methyl-thiazole-4-carboxylic acid (2-hydroxymethyl-pyridin-4-yl)-amide (0.135 g, 0.411 mmol), 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene (Xantphos) (0.81 g, 0.140 mmol) and palladium dibenzylideneacetone (Pd2dba3)-chloroform complex (0.044 g, 0.043 mmol). Degassed dioxane (10 ml) was added, followed by 3,5-difluoroaniline (0.064 g, 0.496 mmol) and cesium carbonate (0.271 g, 0.831 mmol) The vial was then irradiated in a microwave oven at 150° C. for 40 min. The mixture was diluted with THF and the solids filtered, washing with THF. The filtrate was evaporated and the residue purified by flash chromatography on silica gel with dichloromethane/methanol 100:0→90:10 gradient to yield the title compound (0.013 g, 8%) as an off-white solid, MS (ISP): m/e=377.4 (M+H+).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07678815B2
Source datasetuspto-grants-2010_03
ORD IDord-244231b3463a44f6a902e2fca15aebbf
Source noteuspto-grants-2010_03