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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2043390Generated: October 27, 2026

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

https://huagongshe.com/reaction/2043390

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 numberUS08586591B2
Source datasetuspto-grants-2013_11
ORD IDord-a5719c29e4294c87b5446d8ce4ab764b
Source noteuspto-grants-2013_11