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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1487638Generated: November 1, 2026

Cesium carbonate → HCID 86726474, compound

https://huagongshe.com/reaction/1487638

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCesium carbonateHCID 10796—
ReactantBinap, (A+-)-HCID 634876—
Reactant4-Amino-3-methoxybenzamideHCID 53923798—
ReactantHCID 86726465HCID 86726465—
Catalystpalladium(II) acetateHCID 167845—
Solvent1,4-DioxaneHCID 31275—
ProductHCID 86726474HCID 8672647460%

Reaction Conditions

Temperature100 °C

Reaction Steps

To a degassed mixture of 2-chloro-4-isopropoxy-7-((2-(trimethylsilyl)ethoxy)methyl)-5-(4-(1-((2-(trimethylsilyl)-ethoxy)methyl)-1H-imidazol-2-yl)phenyl)-7H-pyrrolo[2,3-d]pyrimidine (1 equiv), 4-amino-3-methoxybenzamide (1.2 equiv) and cesium carbonate (3.0 equiv) in 1,4-dioxane (0.07 M) was added palladium acetate (0.1 equiv) and 2,2′-bis-diphenylphosphanyl-[1,1′]binaphthalenyl (0.3 equiv). The reaction was stirred at 100° C. for 3 h. After the reaction was complete, the reaction mixture was cooled to room temperature and concentrated. The residue was purified by silica gel chromatography (0-2% DCM in MeOH) to afford the crude title compound (60% yield) as a yellow solid. MS (ESI) m/z 758.2 [M+1]+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09428509B2
Source datasetuspto-grants-2016_08
ORD IDord-1275aa09ab8b4509a64ffec4394a7f09
Source noteuspto-grants-2016_08