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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1192629Generated: November 1, 2026

Cesium carbonate → HCID 58368496, compound

https://huagongshe.com/reaction/1192629

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCesium carbonateHCID 10796—
ReactantBinap, (A+-)-HCID 634876—
Reactant1-((Pyridin-4-yl)methyl)piperazineHCID 808715—
ReactantHCID 58368658HCID 58368658—
Catalystpalladium(II) acetateHCID 167845—
SolventDichloromethaneHCID 6344—
SolventTetrahydrofuranHCID 8028—
ProductHCID 58368496HCID 5836849616%

Reaction Conditions

Temperature65 °C

Reaction Steps

A stirred mixture of 7-acetyl-5-chloroquinolin-8-yl trifluoromethanesulfonate (0.12 g, 0.34 mmol, from Example 47, Step 2), 1-(pyridin-4-ylmethyl)piperazine (0.072 g, 0.41 mmol), palladium acetate (1.5 mg, 0.0067 mmol), (S)-(−)-2,2′-bis(diphenylphosphino)-1,1′-binaphthyl (6.3 mg, 0.010 mmol), and cesium carbonate (0.31 g, 0.95 mmol) in tetrahydrofuran (3 mL) was heated at 65° C. overnight. The mixture was cooled, diluted with dichloromethane and filtered. The filtrate was washed with brine, dried over MgSO4 and evaporated. The resulting residue was purified on silica gel (eluting with 0 to 10% methanol in dichloromethane) to give the desired product (20.2 mg, 16%). LCMS calculated for C21H22ClN4O (M+H)+: m/z=381.1; Found: 381.1.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08680108B2
Source datasetuspto-grants-2014_03
ORD IDord-ae319ebb484940e1bbeaa1195e76021d
Source noteuspto-grants-2014_03