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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1850342Generated: October 30, 2026

Cesium carbonate → HCID 58547260, compound

https://huagongshe.com/reaction/1850342

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCesium carbonateHCID 10796—
Reactant2-ChloroquinolineHCID 11928—
ReactantHCID 67469288HCID 67469288—
SolventWaterHCID 962—
SolventDimethylformamideHCID 6228—
ProductHCID 58547260HCID 58547260260%

Reaction Conditions

Temperature100 °C

Reaction Steps

To a solution of 2-azetidin-3-yl-3-m-tolyl-pyrazine hydrochloride (131 mg, 0.05 mmol) and 2-chloro-quinoline (82 mg, 0.05 mmol) in DMF (10 mL) was added Cs2CO3 (325 mg, 1.0 mmol). The reaction mixture was stirred at 100° C. overnight. The reaction mixture was diluted with water, extracted with EtOAc (30 mL×2). The combined organic extracts were washed with water (30 mL) and brine (30 mL), dried over Na2SO4 and filtered. The filtrate was evaporated in vacuo and the residue was purified by flash column chromatography on silica gel (20% to 40% EtOAc in petroleum ether) to give 2-[3-(3-m-tolyl-pyrazin-2-yl)-azetidin-1-yl]-quinoline (44 mg, 0.13 mmol, 25%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08957073B2
Source datasetuspto-grants-2015_02
ORD IDord-ea1f72746f8c44de9695dc39fd95b14b
Source noteuspto-grants-2015_02