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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1842526Generated: November 3, 2026

Cesium carbonate → HCID 58548420, compound

https://huagongshe.com/reaction/1842526

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCesium carbonateHCID 10796—
Reactant3-Bromo-2-fluoropyridineHCID 2762778—
ReactantHCID 67469184HCID 67469184—
SolventWaterHCID 962—
SolventDimethylformamideHCID 6228—
ProductHCID 58548420HCID 5854842058%

Reaction Conditions

Temperature90 °C

Reaction Steps

To a solution of 2-azetidin-3-yl-quinoline hydrochloride (1.70 g, 7.75 mmol) in DMF (30 mL) at room temperature was added Cs2CO3 (5.2 g, 16 mmol) and 3-bromo-2-fluoro-pyridine (1.5 g, 9.0 mmol). The reaction mixture was heated to 90° C. overnight and then diluted with water (60 mL) and extracted with EtOAc (2×50 mL). The combined organic extracts were washed with water (60 mL) and brine (60 mL), dried over Na2SO4, and filtered. The filtrate was evaporated in vacuo and the residue was purified by flash column chromatography on silica gel (5% to 30% EtOAc in hexanes) to give the title product (1.50 g, 4.4 mmol, 58% yield) as a white solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08946230B2
Source datasetuspto-grants-2015_02
ORD IDord-9e299496969343d0ba2e3a5199060f8d
Source noteuspto-grants-2015_02