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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1187669Generated: October 27, 2026

Pyridine, 2,4,6-trichloro- → (S)-4,6-Dichloro-N-[1-(4-fluorophenyl)ethyl]pyridin-2-amine

https://huagongshe.com/reaction/1187669

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPyridine, 2,4,6-trichloro-HCID 27665—
ReactantDiisopropylethylamineHCID 81531—
Reactant(S)-1-(4-Fluorophenyl)-ethylamineHCID 2779063—
Solvent1-ButanolHCID 263—
SolventEthyl AcetateHCID 8857—
Product(S)-4,6-Dichloro-N-[1-(4-fluorophenyl)ethyl]pyridin-2-amineHCID 8665937345.8%

Reaction Conditions

Temperature120 °C

Reaction Steps

7.2 g of 2,4,6-trichloropyridine and 2.74 g of (S)-(−)-1-(4-fluorophenyl)ethylamine were dissolved in 25 ml of 1-butanol, and 13.7 ml of N,N-diisopropylethylamine was added thereto, and the mixture was stirred at 120° C. for 42 hours. The reaction solution was air-cooled to room temperature, and then diluted with ethyl acetate. The solution was washed with water and then dried over magnesium sulfate. The solvent was distilled off under reduced pressure, and then the obtained residue was purified by silica gel column chromatography to obtain 2.57 g of the objective compound as yellow oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08673891B2
Source datasetuspto-grants-2014_03
ORD IDord-e16df3f53a2d417983b7ce40419e1a92
Source noteuspto-grants-2014_03