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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 2239574Erstellt: 25. Oktober 2026

Hydrochloric Acid → 1-[3-Chloro-5-(trifluoromethyl)pyridin-2-yl]piperidin-4-amine

https://huagongshe.com/reaction/2239574

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktHydrochloric AcidHCID 313—
EduktMethanolHCID 887—
EduktTert-butyl (1-(3-chloro-5-(trifluoromethyl)pyridin-2-yl)piperidin-4-yl)carbamateHCID 2796148—
LösungsmittelTetrahydrofuranHCID 8028—
Lösungsmittel1,4-DioxaneHCID 31275—
Produkt1-[3-Chloro-5-(trifluoromethyl)pyridin-2-yl]piperidin-4-amineHCID 2796185128,5%

Reaktionsschritte

tert-Butyl{1-[3-chloro-5-(trifluoromethyl)pyridine-2-yl]piperidin-4-yl}carbamate (2.5 g, 6.4 mmol) was stirred in a mixture of THF (25 ml), MeOH (5 ml) and HCl in dioxane (4M, 6.5 ml) over night at rt. HCl in dioxane (4M, 4 ml) was added and after 4 h a third portion of HCl in dioxane/4M, 4 ml) was added. Stirring was continued for 48 h at rt. The solvent was evaporated, and the residue was dissolved in EtOAc. The resulting mixture was washed with aqueous saturated Na2CO3, water and dried over Na2SO4. Concentration of the organic phase yielded the title compound (2.3 g, 128%), which contained some impurities. 1H NMR (500 MHz, CDCl3): δ 1.50-1.54 (m, 2H), 1.88-1.94 (m, 2H), 2.93-3.00 (m, 3H), 4.01-4.04 (m, 2H), 7.74 (s, 1H), 8.38 (s, 1H); Mass Spectrum: M+H+ 280.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07723333B2
Quelldatensatzuspto-grants-2010_05
ORD IDord-fc8f271a8dbe463189ee8917407998e1
Quellennotizuspto-grants-2010_05