HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 469747Generated: October 29, 2026
Cesium carbonate → HCID 67455564, compound
https://huagongshe.com/reaction/469747
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | 1,1'-(9,9-Dimethyl-9H-xanthene-4,5-diyl)bis(1,1-diphenylphosphine) | HCID 636044 | — |
| Reactant | 2-Bromo-5-fluoropyridine | HCID 2783171 | — |
| Reactant | tert-Butyl 5-oxo-L-prolinate | HCID 10888648 | — |
| Product | HCID 67455564 | HCID 67455564 | 6% |
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
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08629157B2 |
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| Source dataset | uspto-grants-2014_01 |
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| ORD ID | ord-24e0ed0b15094d5bba10bc46edc8ba0d |
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| Source note | uspto-grants-2014_01 |
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