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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1850354Generated: November 1, 2026

Cesium carbonate → HCID 58546965, compound

https://huagongshe.com/reaction/1850354

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCesium carbonateHCID 10796—
Reactant2-ChloroquinolineHCID 11928—
ReactantHCID 67469066HCID 67469066—
SolventWaterHCID 962—
SolventDimethylformamideHCID 6228—
ProductHCID 58546965HCID 5854696563.35%

Reaction Conditions

Temperature110 °C

Reaction Steps

To a solution of 2-azetidin-3-yl-3-(3-methoxy-phenyl)-pyrazine hydrochloride (138 mg, 0.50 mmol) and 2-chloro-quinoline (84 mg, 0.50 mmol) in DMF (6 mL) was added Cs2CO3 (325 mg, 1.0 mmol). The reaction mixture was stirred at 110° 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-(3-methoxy-phenyl)-pyrazin-2-yl]-azetidin-1-yl}-8-methyl-quinoline (118 mg, 0.31 mmol, 63.35%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08957073B2
Source datasetuspto-grants-2015_02
ORD IDord-93ef3a46a42f4c869577d3580e512791
Source noteuspto-grants-2015_02