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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 242818Erstellt: 25. Oktober 2026

Potassium Carbonate → (R)-3-(2-Nitrophenylamino)piperidine-1-carboxylic acid tertbutyl ester

https://huagongshe.com/reaction/242818

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktPotassium CarbonateHCID 11430—
Edukt1-Fluoro-2-nitrobenzeneHCID 73895—
Edukttert-butyl (3R)-3-aminopiperidine-1-carboxylateHCID 1501974—
LösungsmittelDimethylformamideHCID 6228—
Produkt(R)-3-(2-Nitrophenylamino)piperidine-1-carboxylic acid tertbutyl esterHCID 5907357777,2%

Reaktionsbedingungen

Temperatur120 °C

Reaktionsschritte

A mixture of 1-fluoro-2-nitrobenzene (1.41 g, 10.0 mmol), (R)-3-aminopiperidine-1-carboxylic acid tertbutyl ester (2 g, 10.0 mmol) and potassium carbonate (152 mg, 11.0 mmol) in DMF (18 mL) was heated to 120° C. under microwave irradiation for 30 min. The reaction mixture was partitioned between EtOAc (150 mL) and water. The organic layer was washed with brine, dried (Na2SO4) and then concentrated in vacuo. The resulting residue was purified by column chromatography (Si—PCC, eluant 10% EtOAc in DCM) affording (R)-3-(2-Nitrophenylamino)piperidine-1-carboxylic acid tertbutyl ester as an orange oil (2.48 g, 77%). LCMS: RT 3.95 min [M+H-tBu]+ 266.2.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08653089B2
Quelldatensatzuspto-grants-2014_02
ORD IDord-f0deb9b4db2e463f80f81f0487975eb6
Quellennotizuspto-grants-2014_02