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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1190893Generated: October 31, 2026

Cesium carbonate → HCID 67248827, compound

https://huagongshe.com/reaction/1190893

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCesium carbonateHCID 10796—
Reactant1-MethylpiperazineHCID 53167—
Reactant1,3-dibromo-5-nitrobenzeneHCID 238711—
ReactantBinap, (A+-)-HCID 634876—
CatalystBis(dibenzylideneacetone)palladiumHCID 9811564—
Solvent1,4-DioxaneHCID 31275—
ProductHCID 67248827HCID 6724882745%

Reaction Conditions

Temperature90 °C

Reaction Steps

In a oven-dried flask and under a nitrogen atmosphere, were placed 3,5-dibromonitrobenzene (500 mg, 1.78 mmol), (+/−) BINAP (110 mg, 0.1 eq), Cs2CO3 (1.62 g, 3 eq), Pd2dba3 (81 mg, 0.11 eq) and 10 mL of dry 1,4-dioxane. N-Methylpiperazine (0.47 mL, 2.4 eq) was added and the mixture was stirred at 90° C. for 48 h. The solution was filtered through a celite pad and evaporated. The residue was purified by flash chromatography on silica gel (DCM/MeOH/NH4OH//95/5/1) to yield expected compound as an orange solid (258 mg, 45% yield). m/z (MALDI-TOF) 320.2 [M+H]+;

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08680095B2
Source datasetuspto-grants-2014_03
ORD IDord-51d94bd0df9140beb02af5a5ef2f4d49
Source noteuspto-grants-2014_03