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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2208762Generated: October 31, 2026

Cesium carbonate → HCID 86719547, compound

https://huagongshe.com/reaction/2208762

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCesium carbonateHCID 10796—
Reactanttert-Butyl piperazine-1-carboxylateHCID 143452—
ReactantHCID 70872667HCID 70872667—
CatalystBinap, (A+-)-HCID 634876—
CatalystBis(dibenzylideneacetone)palladiumHCID 9811564—
SolventTolueneHCID 1140—
ProductHCID 86719547HCID 8671954733.3%

Reaction Conditions

Temperature100 °C

Reaction Steps

A solution of methyl 5-bromo-3-(cyclopentyl(methyl)amino)-2-methylbenzoate (1 g, 3.07 mmol), tert-butyl piperazine-1-carboxylate (0.85 g, 4.61 mmol) and Cs2CO3 (0.5 g, 1.53 mmol) in toluene (25 mL) was purged with argon for 10 min. Then, Pd2(dba)3 (0.31 g, 0.307 mmol) and BINAP (0.038 g, 0.061 mmol) was added to it and argon purged again for 10 min. The reaction mixture was stirred at 100° C. for 8 h. After completion, water was added to it and extracted with ethyl acetate. The combined organic layers were washed with water, dried over anhydrous Na2SO4, filtered and concentrated under reduced pressure to afford crude material which was purified by column chromatography to afford the title compound (0.44 g, 33.3%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09376422B2
Source datasetuspto-grants-2016_06
ORD IDord-6938e1a9fc994ae697777b7ce62fe3e5
Source noteuspto-grants-2016_06