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HRID 42253Erstellt: 24. Oktober 2026

Dimethylformamide → 2-[6-(1H-Indol-4-yl)-1H-indazol-4-yl]-1H-isoindole-1,3(2H)-dione

https://huagongshe.com/de/reaction/42253

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktDimethylformamideHCID 6228—
EduktPhthalic AnhydrideHCID 6811—
Edukt6-(1H-indol-4-yl)-1H-indazol-4-amineHCID 58268019—
LösungsmittelDichloromethaneHCID 6344—
Produkt2-[6-(1H-Indol-4-yl)-1H-indazol-4-yl]-1H-isoindole-1,3(2H)-dioneHCID 4454040463,1%

Reaktionsbedingungen

Temperatur150 °C

Reaktionsschritte

A mixture of 6-(1H-indol-4-yl)-1H-indazol-4-amine (500 mg, 2.014 mmol), 2-benzofuran-1,3-dione (298 mg, 2.014 mmol) and DMF (2.5 ml) was placed in a Biotage vial (2-5 ml) equipped with a magnetic stirrer bar. The vial was placed in a Biotage Initiator microwave and heated at 150° C. for 30 min then again at 150° C. for a further 15 min. The reaction mixture was evaporated to dryness to give a brown oil which was dissolved in dichloromethane and applied to a 100 g silica SPE cartridge. The cartridge was eluted on a Flashmaster (II) instrument using a gradient of 0-100% ethyl acetate in cyclohexane over 40 min followed by 0-20% methanol in cyclohexane over 15 min. Appropriate fractions were combined and evaporated to give the title compound (481 mg) as a pale yellow foam.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08536169B2
Quelldatensatzuspto-grants-2013_09
ORD IDord-86134a09b94647c7bd01f6a44bdf76c2
Quellennotizuspto-grants-2013_09