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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 76044Erstellt: 23. Oktober 2026

Hydrochloric Acid → (5-Bromo-pyridin-2-yl)-(6-trifluoromethyl-pyridin-3-yl)-amine

https://huagongshe.com/de/reaction/76044

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktHydrochloric AcidHCID 313—
Edukt5-Amino-2-(trifluoromethyl)pyridineHCID 2737744—
Edukt5-Bromo-2-fluoropyridineHCID 2783168—
Lösungsmittel1-ButanolHCID 263—
Produkt(5-Bromo-pyridin-2-yl)-(6-trifluoromethyl-pyridin-3-yl)-amineHCID 66615754—

Reaktionsbedingungen

Temperatur150 °C

Reaktionsschritte

A mixture of 5-amino-2-(trifluoromethyl)pyridine (0.5 g, 3.0 mmol, 1.0 equiv) and 5-bromo-2-fluoropyridine (0.47 mL, 4.6 mmol, 1.5 equiv) in 2 mL 1-butanol was charged with 0.15 mL of 4.0 M HCl (in dioxane) and heated to 150° C. via microwave heating. After cooling to room temperature, the reaction mixture was partitioned between ethyl acetate and saturated bicarbonate, and the organic extracts were washed with brine and dried over sodium sulphate. Purification of the crude product by flash chromatography afforded the title compound: 1H NMR (400 MHz, CDCl3) δ 6.63 (br. s., 1H) 6.67 (d, J=9.35 Hz, 1H) 7.56 (d, J=8.59 Hz, 1H) 7.62 (dd, J=8.84, 2.53 Hz, 1H) 8.22-8.66 (m, 2H) 8.57 (d, J=2.78 Hz, 1H); (M+H)+320.0.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08835451B2
Quelldatensatzuspto-grants-2014_09
ORD IDord-1bb625d4c3f34e6aaf88132922120a2e
Quellennotizuspto-grants-2014_09