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HRID 221368Erstellt: 26. Oktober 2026

3-Chloropyridine → 4-(3-Pyridin-4-yl-[1,2,4]oxadiazol-5-ylmethoxy)-3,4,5,6-tetrahydro-2H-[1,3']bipyridinyl

https://huagongshe.com/reaction/221368

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
Edukt3-ChloropyridineHCID 12287—
EduktSodium t-butoxideHCID 23676156—
Edukt4-[5-(Piperidin-4-yloxymethyl)-[1,2,4]oxadiazol-3-yl]-pyridineHCID 57954397—
KatalysatorBis(dibenzylideneacetone)palladiumHCID 9811564—
LösungsmittelTolueneHCID 1140—
Produkt4-(3-Pyridin-4-yl-[1,2,4]oxadiazol-5-ylmethoxy)-3,4,5,6-tetrahydro-2H-[1,3']bipyridinylHCID 57954375—

Reaktionsbedingungen

Temperatur80 °C

Reaktionsschritte

Sodium tert-butoxide (86 mg, 900 μmol) was added to a solution of 3-chloropyridine (23 mg, 200 μmol), 4-[5-(piperidin-4-yloxymethyl)[1,2,4]oxadiazol-3-yl]pyridine (Preparation 17, 65 mg, 250 μmol), Pd2 dba3 (4 mg, 4 μmol) and 2,8,9-trisobutyl-2,5,8,9-tetraaza-1-phosphabicyclo[3.3.3]undecane (6 mg, 16 μmol) in toluene (3 ml) and the resulting mixture heated at 80° C. for 48 h. After cooling and filtering through celite, the solvent was removed and the residue purified by HPLC to afford the title compound: RT=2.64 min; m/z (ES+)=338.0 [M+H]+.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08207147B2
Quelldatensatzuspto-grants-2012_06
ORD IDord-9087b8d7f6164ccfa1636c0331c8aa98
Quellennotizuspto-grants-2012_06