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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2200154Generated: October 31, 2026

Cesium carbonate → HCID 90020358, compound

https://huagongshe.com/reaction/2200154

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCesium carbonateHCID 10796—
ReactantBenzophenone imineHCID 136809—
ReactantBinap, (A+-)-HCID 634876—
Reactant3-Bromo-5-(1,1-difluoroethyl)pyridineHCID 68669965—
CatalystBis(dibenzylideneacetone)palladiumHCID 9811564—
Solvent1,4-DioxaneHCID 31275—
ProductHCID 90020358HCID 90020358102%

Reaction Conditions

Temperature100 °C

Reaction Steps

Add benzophenone imine (215 mg, 1.19 mmol), cesium carbonate (640 mg, 1.96 mmol), (±)-2,2′-bis(diphenylphosphino)-1,1′-binaphthalene (BINAP, 98 mg, 0.16 mmol), tris(dibenzylideneacetone)dipalladium [Pd2(dba)3, 90 mg, 0.098 mmol] to the solution of 3-bromo-5-(1,1-difluoroethyl)pyridine (200 mg, 0.9 mmol) in dioxane (10 mL), stir the resulting mixture under nitrogen atmosphere at 100° C. for 16 hrs. Cool the reaction mixture to room temperature, filter off the solid, concentrate the filtrate under reduced pressure, purify by flash chromatography (silica gel, EtOAc:PE=2:1) to yield the title compound (296 mg, 92%). MS: (M+1): 323.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09359338B2
Source datasetuspto-grants-2016_06
ORD IDord-efef9b299e8a4376ba00a9c51bfea92c
Source noteuspto-grants-2016_06