Zurück
HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 133107Erstellt: 25. Oktober 2026

Sodium triacetoxyborohydride → 2-(4-(1,1-Dimethylethyl)phenyl)-8-((1H-pyrrolo[2,3-b]pyridin-3-ylmethyl)amino)-1(2H)-phthalazinone

https://huagongshe.com/reaction/133107

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktSodium triacetoxyborohydrideHCID 5049666—
Edukt1H-Pyrrolo[2,3-b]pyridine-3-carbaldehydeHCID 5372812—
Edukt8-amino-2-(4-tert-butyl-phenyl)-2H-phthalazin-1-oneHCID 69160627—
LösungsmittelDichloromethaneHCID 6344—
Produkt2-(4-(1,1-Dimethylethyl)phenyl)-8-((1H-pyrrolo[2,3-b]pyridin-3-ylmethyl)amino)-1(2H)-phthalazinoneHCID 11625993—

Reaktionsschritte

To a solution of 8-amino-2-(4-tert-butyl-phenyl)-2H-phthalazin-1-one (Example 1, Step E, 0.36 g, 1.1 mmol, 1 eq) and CH2Cl2 (50 mL) was added 1H-pyrrolo[2,3-b]pyridine-3-carbaldehyde (0.16 g, 1.1 mmol, 1 eq) and NaBH(OAc)3 (0.72 g, 3.4 mmol, 3.0 eq). The reaction was stirred at RT for 12 h then quenched with H2O and extracted with CH2Cl2. The organic layer was washed with H2O and brine, dried (MgSO4) and concentrated in vacuo. The residue was purified by silica flash chromatography (10-75% EtOAc:hexane) to give the desired product as a yellow solid. MS m/e 424 (M+H)+. Calc'd for C26H25N5O-423.51.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07390820B2
Quelldatensatzuspto-grants-2008_06
ORD IDord-27cc4fb6d8be4f56838139a945ac0d5d
Quellennotizuspto-grants-2008_06