Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 469747Generated: October 29, 2026

Cesium carbonate → HCID 67455564, compound

https://huagongshe.com/reaction/469747

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCesium carbonateHCID 10796—
Reactant1,1'-(9,9-Dimethyl-9H-xanthene-4,5-diyl)bis(1,1-diphenylphosphine)HCID 636044—
Reactant2-Bromo-5-fluoropyridineHCID 2783171—
Reactanttert-Butyl 5-oxo-L-prolinateHCID 10888648—
ProductHCID 67455564HCID 674555646%

Reaction Conditions

Temperature120 °C

Reaction Steps

To a pressure tube containing (S)-5-oxo-pyrrolidine-2-carboxylic acid tert-butyl ester (0.5 g, 2.699 mmol), 2-bromo-5-fluoropyridine (0.57 g, 3.239 mmol), cesium carbonate (1.231 g, 3.779 mmol), Xantphos (0.156 g, 0.27 mmol), and tris (dibenzylideneacetone)palladium (0) (0.247 g, 0.27 mmol) is added 13.5 mL degassed anhydrous 1,4-dioxane. The mixture is heated at 120° C. under an atmosphere of Argon overnight. The solution is cooled to room temperature, filtered through Celite®, and concentrated under reduced pressure. The crude material is purified by flash chromatography eluting product with 305 ethyl acetate/heptanes. The product fractions are pooled and concentrated under reduced pressure to afford 45 mg of title compound. Yield 6%. ESI m/z 225=MH+

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08629157B2
Source datasetuspto-grants-2014_01
ORD IDord-24e0ed0b15094d5bba10bc46edc8ba0d
Source noteuspto-grants-2014_01