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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1190875Generated: October 31, 2026

Cesium carbonate → HCID 53328344, compound

https://huagongshe.com/reaction/1190875

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCesium carbonateHCID 10796—
Reactant1-MethylpiperazineHCID 53167—
ReactantHCID 53328150HCID 53328150—
CatalystBinap, (A+-)-HCID 634876—
CatalystBis(dibenzylideneacetone)palladiumHCID 9811564—
Solvent1,4-DioxaneHCID 31275—
ProductHCID 53328344HCID 5332834464%

Reaction Conditions

Temperature90 °C

Reaction Steps

In a oven-dried flask and under a nitrogen atmosphere, were placed tert-butyl N-[(2-bromo-3-methyl-5-nitrophenyl)methyl]carbamate (150 mg, 0.43 mmol), (+/−) BINAP (14 mg, 0.05 eq), Cs2CO3 (196 mg, 1.4 eq), Pd2dba3 (10 mg, 0.05 eq) and 3 mL of dry 1,4-dioxanne. N-Methylpiperazine (58 μL, 1.2 eq) was added and the mixture was stirred at 90° C. for 16 h. The solution was filtered through a celite pad and evaporated. The residue was purified by flash chromatography on silica gel (DCM/MeOH/NEt3//9/1/0.1) to yield expected compound as a pale brown solid (100 mg, 64% yield). m/z (ESI) 365.2 [M+H]+;

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08680095B2
Source datasetuspto-grants-2014_03
ORD IDord-d1c0e0ebf34a4ceebc561b6543977390
Source noteuspto-grants-2014_03