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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1373648Erstellt: 25. Oktober 2026

Sodium triacetoxyborohydride → HCID 21073484, Verbindung

https://huagongshe.com/reaction/1373648

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktSodium triacetoxyborohydrideHCID 5049666—
Edukt1-(1,3-Dihydro-isobenzofuran-4-yl)-piperazineHCID 21073116—
Edukt4-(7-Oxo-7,8-dihydro-1,8-naphthyridin-2-yloxy)butanalHCID 21073380—
Lösungsmittel1,1-DichloroethaneHCID 6365—
LösungsmittelEthyl AcetateHCID 8857—
ProduktHCID 21073484HCID 2107348415,3%

Reaktionsschritte

To a suspension of 4-(7-oxo-7,8-dihydro-[1,8]naphthyridin-2-yloxy)-butyraldehyde (0.257 g, 1.107 mmol, 1.1 eq) and 1-(1,3-dihydro-isobenzofuran-4-yl)-piperazine (0.204 g, 0.998 mmol, 1 eq) in dichloroethane (5 mL) was added NaBH(OAc)3 (0.433 g, 2.043 mmol, 1.84 eq). The slurry was allowed to stir overnight at room temperature (18 h). The mixture was diluted with EtOAc and quenched with saturated NaHCO3. The organic phase was then washed with brine, dried over Na2SO4, filtered and evaporated in vacuo. Purification by silica gel chromatography (2% MeOH/CH2Cl2) followed by formation of the HCl salt using 1N HCl in ether provided the title compound (0.064 g, 12%). CHN Found: C, 64.37; H, 6.54; N, 12.13. This calculates out for C24H28N4O3×0.74HCl.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07160888B2
Quelldatensatzuspto-grants-2007_01
ORD IDord-383d6aa6824949e8889bbddd14698469
Quellennotizuspto-grants-2007_01