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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1952101Generated: November 4, 2026

Water → (4-Chloro-benzyl)-(6-fluoro-pyridin-2-yl)-amine

https://huagongshe.com/reaction/1952101

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
Reactant4-ChlorobenzylamineHCID 66036—
Reactant2,6-DifluoropyridineHCID 73934—
ReactantDiisopropylethylamineHCID 81531—
SolventN-methyl-2-pyrrolidoneHCID 13387—
Product(4-Chloro-benzyl)-(6-fluoro-pyridin-2-yl)-amineHCID 57619459—

Reaction Conditions

Temperature90 °C

Reaction Steps

To 2,6-difluoropyridine (58, 9.85 g, 0.0856 mol) in N-methylpyrrolidinone (50.0 mL) were added p-chlorobenzylamine (61, 10.5 mL, 8.63 mmol) and N,N-diisopropylethylamine (30.0 mL, 0.172 mol). The reaction was stirred at 90° C. overnight. The reaction was poured into water and extracted with ethyl acetate. The organic layer was dried over anhydrous sodium sulfate and filtered. The filtrate was concentrated and purified by silica gel column chromatography eluting with 25% ethyl acetate in hexane, then washed with ethyl acetate/hexane to give a white solid (536, 10 g, 50%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08404700B2
Source datasetuspto-grants-2013_03
ORD IDord-cfda96ff74f744bd911e5649898ba8ce
Source noteuspto-grants-2013_03