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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2365810Generated: October 31, 2026

Cesium carbonate → HCID 86696663, compound

https://huagongshe.com/reaction/2365810

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCesium carbonateHCID 10796—
Reactant4-AminotetrahydropyranHCID 419223—
Reactant4-Bromo-2-fluoropyridineHCID 2762851—
SolventDimethyl SulfoxideHCID 679—
SolventEthyl AcetateHCID 8857—
ProductHCID 86696663HCID 8669666355.6%

Reaction Conditions

Temperature90 °C

Reaction Steps

4-Bromo-2-fluoropyridine (1.38 g, 7.84 mmol) was dissolved in DMSO (20 mL), and (tetrahydro-pyran-4-yl)amine (0.912 g, 9.02 mmol) was added, followed by cesium carbonate (5.11 g, 15.7 mmol). The mixture was heated to 90° C. and agitated 3 hours. After cooling, the mixture was diluted with ethyl acetate (200 mL) and washed with water (5×), brine, dried and evaporated to give 4-bromo-N-(tetrahydro-2H-pyran-4-yl)pyridin-2-amine (1.12 g, 4.36 mmol, 55.5% yield) as an oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08697715B2
Source datasetuspto-grants-2014_04
ORD IDord-ce28222cf5364c50a372ee75bbec49b3
Source noteuspto-grants-2014_04