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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1963887Generated: October 30, 2026

Triethylamine → HCID 58127218, compound

https://huagongshe.com/reaction/1963887

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
Reactant2-Bromo-6-fluoropyridineHCID 639438—
Reactant4-AminomethyltetrahydropyranHCID 2773210—
SolventDimethyl SulfoxideHCID 679—
SolventEthyl AcetateHCID 8857—
ProductHCID 58127218HCID 58127218—

Reaction Conditions

Temperature110 °C

Reaction Steps

To a solution of 2-bromo-6-fluoropyridine (3 g, 17.05 mmol) in DMSO (8 mL) was added (tetrahydro-2H-pyran-4-yl)methanamine (3.10 g, 20.46 mmol) and triethylamine (5.68 mL, 40.9 mmol). The mixture was heated at 110° C. for 18 hr. The mixture was allowed to cool to ambient temperature and diluted with EtOAc. The organic layer was washed with saturated aqueous NaHCO3 solution (1×), water (1×), brine (1×), dried over Na2SO4, filtered off and concentrated in vacuo. The resulting residue was purified by column chromatography over silica gel providing 6-bromo-N-((tetrahydro-2H-pyran-4-yl)methyl)pyridin-2-amine as a white solid. Yield: 4.24 g. LCMS (m/z): 270.9/273.0 [M+H]+; Retention time=0.78 min.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08415381B2
Source datasetuspto-grants-2013_04
ORD IDord-4412f3fca04a44fd9cff14cbdf5fa642
Source noteuspto-grants-2013_04