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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 2064124Erstellt: 24. Oktober 2026

Water → 1,1-Dimethylethyl 4-[(5-chloro-4-methyl-2-nitrophenyl)amino]-1-piperidinecarboxylate

https://huagongshe.com/de/reaction/2064124

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktWaterHCID 962—
EduktDiisopropylethylamineHCID 81531—
Edukt1,5-Dichloro-2-methyl-4-nitrobenzeneHCID 251679—
Edukt4-Amino-1-Boc-piperidineHCID 1268291—
LösungsmittelDimethylformamideHCID 6228—
Produkt1,1-Dimethylethyl 4-[(5-chloro-4-methyl-2-nitrophenyl)amino]-1-piperidinecarboxylateHCID 59850138—

Reaktionsbedingungen

Temperatur100 °C

Reaktionsschritte

1,5-Dichloro-2-methyl-4-nitrobenzene (2.42 mmol, 500 mg) was dissolved in dry dimethylformamide (5 ml) and diisopropylethylamine (1 eq., 2.42 mmol, 0.413 ml), 1,1-dimethylethyl 4-amino-1-piperidinecarboxylate (1 eq., 2.42 mmol, 484 mg) were added at room temperature and the mixture was stirred at 100° C. overnight. The crude mixture was then cooled to room temperature and water was added; the aqueous solution was extracted with ethyl acetate (3×); organics were alternatively washed with brine and water. The organics were combined, dried over Na2SO4, filtered and the solvent was evaporated to afford the crude compound that was purified by chromatography (ethyl acetate/hexane) to yield the title compound, 98 mg, 11%, bright orange solid.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08288412B2
Quelldatensatzuspto-grants-2012_10
ORD IDord-299f2183c10d4f508b68f534b983dc8b
Quellennotizuspto-grants-2012_10