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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1487692Generated: October 31, 2026

Cesium carbonate → HCID 86726520, compound

https://huagongshe.com/reaction/1487692

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCesium carbonateHCID 10796—
ReactantBinap, (A+-)-HCID 634876—
Reactant4-amino-N,N,3-trimethylbenzamideHCID 16781770—
ReactantHCID 86726519HCID 86726519—
Catalystpalladium(II) acetateHCID 167845—
Solvent1,4-DioxaneHCID 31275—
ProductHCID 86726520HCID 8672652072%

Reaction Conditions

Temperature110 °C

Reaction Steps

To a suspension of 6-(2-chloro-4-((tetrahydrofuran-3-yl)oxy)-7-((2-(trimethylsilyl)ethoxy)methyl)-7H-pyrrolo[2,3-d]pyrimidin-5-yl)-2-methylbenzo[d]oxazole (1 equiv) in 1,4-dioxane (0.24 M) was added 4-amino-N,N,3-trimethylbenzamide (1 equiv), cesium carbonate (3 equiv), palladium acetate (0.3 equiv) and 2,2′-bis-diphenylphosphanyl-[1,1′]binaphthalene (0.6 equiv). The resulting reaction mixture was refluxed at 110° C. for 3 h. The reaction mixture was filtered and concentrated under reduced pressure. The crude product was purified by silica gel chromatography (5% MeOH in DCM) to afford the title compound (72% yield). MS (ESI) m/z 643.1 [M+H]+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09428509B2
Source datasetuspto-grants-2016_08
ORD IDord-3545addff7164339a58fb958e672a970
Source noteuspto-grants-2016_08