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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1192633Generated: October 30, 2026

Cesium carbonate → HCID 58368650, compound

https://huagongshe.com/reaction/1192633

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCesium carbonateHCID 10796—
ReactantBinap, (A+-)-HCID 634876—
Reactant3-PhenylpyrrolidineHCID 3146743—
ReactantHCID 58368658HCID 58368658—
Catalystpalladium(II) acetateHCID 167845—
SolventDichloromethaneHCID 6344—
SolventTetrahydrofuranHCID 8028—
ProductHCID 58368650HCID 5836865019%

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), 3-phenylpyrrolidine (0.060 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 residue was purified on silica gel (eluting with dichloromethane) to give the desired product (22.6 mg, 19%). LCMS calculated for C21H20ClN2O (M+H)+: m/z=351.1; Found: 351.1.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08680108B2
Source datasetuspto-grants-2014_03
ORD IDord-86f3ba02802b40faaf521692fa2a5266
Source noteuspto-grants-2014_03