Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1024242Generated: October 29, 2026

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

https://huagongshe.com/reaction/1024242

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 numberUS08722702B2
Source datasetuspto-grants-2014_05
ORD IDord-3adb3c860ee94c48bcea71e8da8dcdf4
Source noteuspto-grants-2014_05