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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1749749Erstellt: 25. Oktober 2026

6-nitro-1H-indole-3-carbaldehyde → tert-butyl (Z)-4-({6-hydroxy-2-[(6-nitro-1H-indol-3-yl)methylene]-3-oxo-2,3-dihydrobenzofuran-7-yl}methyl)piperazine-1-carboxylate

https://huagongshe.com/reaction/1749749

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
Edukt6-nitro-1H-indole-3-carbaldehydeHCID 5210076—
EduktTert-butyl 4-[(6-hydroxy-3-oxo-2,3-dihydrobenzofuran-7-yl)methyl]piperazine-1-carboxylateHCID 60155786—
KatalysatorPiperidineHCID 8082—
LösungsmittelMethanolHCID 887—
Produkttert-butyl (Z)-4-({6-hydroxy-2-[(6-nitro-1H-indol-3-yl)methylene]-3-oxo-2,3-dihydrobenzofuran-7-yl}methyl)piperazine-1-carboxylateHCID 8668194367,2%

Reaktionsbedingungen

Temperatur50 °C

Reaktionsschritte

A solution of tert-butyl 4-[(6-hydroxy-3-oxo-2,3-dihydrobenzofuran-7-yl)methyl]piperazine-1-carboxylate (0.050 g, 0.14 mmol) obtained in Example A16, Step 1 in methanol (2.0 mL) was added with 6-nitro-1H-indole-3-carboxaldehyde (0.026 g, 0.14 mmol). Then, the mixture was added with 5 drops of piperidine, and the mixture was stirred at 50° C. for 2 hours. The solvent was evaporated under reduced pressure, and then the residue was washed with a mixed solvent of chloroform and methanol to obtain tert-butyl (Z)-4-({6-hydroxy-2-[(6-nitro-1H-indol-3-yl)methylene]-3-oxo-2,3-dihydrobenzofuran-7-yl}methyl)piperazine-1-carboxylate (0.049 g, 67%).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS09156827B2
Quelldatensatzuspto-grants-2015_10
ORD IDord-93efc5fa26ca4ff480ff4669246daba9
Quellennotizuspto-grants-2015_10