Zurück
HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 335163Erstellt: 24. Oktober 2026

Hydrochloric Acid → 5-Benzyloxy-pyridin-2-ylamine hydrochloride

https://huagongshe.com/de/reaction/335163

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktHydrochloric AcidHCID 313—
EduktSodium BicarbonateHCID 516892—
EduktLithium HexamethyldisilazideHCID 2733832—
Edukt5-(Benzyloxy)-2-chloropyridineHCID 10013717—
KatalysatorBis(dibenzylideneacetone)palladiumHCID 9811564—
LösungsmittelTetrahydrofuranHCID 8028—
Produkt5-Benzyloxy-pyridin-2-ylamine hydrochlorideHCID 6699517098,94%

Reaktionsbedingungen

Temperatur65 °C

Reaktionsschritte

To a nitrogen purged solution of mL Pd2 (dba)3 (10.19 g, 11.12 mmol), 5-(benzyloxy)-2-chloropyridine (48.87 g, 222.5 mmol), (2-diphenyl)dicyclohexyl-phosphine (7.797 g, 22.25 mmol) and THF (700 mL) was added lithium hexamethyl disilazide (267.0 mL, 267.0 mmol). The reaction was heated at 65° C. overnight and cooled to ambient temperature. 1M HCl (250 mL) was added and stirred for minutes. Saturated sodium bicarbonate was added slowly. The mixture was extracted several times with CH2Cl2, dried, filtered, and concentrated to give the title compound (52.1 g, 98.94% yield).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08883828B2
Quelldatensatzuspto-grants-2014_11
ORD IDord-df42bb9ffab44f3180050693d20fa6f0
Quellennotizuspto-grants-2014_11