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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 20982Erstellt: 24. Oktober 2026

Acetic Acid → tert-butyl 4-(1H-indol-5-ylamino)piperidine-1-carboxylate

https://huagongshe.com/de/reaction/20982

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktAcetic AcidHCID 176—
EduktSodium CarbonateHCID 10340—
Edukt5-AminoindoleHCID 78867—
Edukttert-Butyl 4-oxopiperidine-1-carboxylateHCID 735900—
EduktSodium triacetoxyborohydrideHCID 5049666—
LösungsmittelWaterHCID 962—
LösungsmittelAcetonitrileHCID 6342—
Produkttert-butyl 4-(1H-indol-5-ylamino)piperidine-1-carboxylateHCID 66650318125,6%

Reaktionsschritte

5-Aminoindole (100 mg, 0.757 mmol) was dissolved in acetonitrile (2 mL), and the solution was added with 1-(tert-butoxycarbonyl)-4-piperidinone (181 mg, 0.908 mmol), acetic acid (0.870 mL, 15.2 mmol) and sodium triacetoxyborohydride (160 mg, 0.755 mmol) little by little, followed by stirring at room temperature for 1 hour. The reaction mixture was added with water and sodium carbonate to adjust the pH to 9. The mixture was extracted with ethyl acetate. The organic layer was washed with saturated brine and dried over anhydrous sodium sulfate. The solvent was evaporated to obtain 5-[1-(tert-butoxycarbonyl)-4-piperidylamino]indole (300 mg).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07745641B2
Quelldatensatzuspto-grants-2010_06
ORD IDord-7553ba8747dd4129bdae1918f61fc2ba
Quellennotizuspto-grants-2010_06