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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1716605Erstellt: 27. Oktober 2026

Diisopropylethylamine → 4-(5-Fluoro-4-methyl-2-nitro-phenylamino)piperidine-1-carboxylic acid tert-butyl ester

https://huagongshe.com/reaction/1716605

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktDiisopropylethylamineHCID 81531—
Edukt4-Chloro-2-fluoro-5-nitrotolueneHCID 87593—
Edukt4-Amino-1-Boc-piperidineHCID 1268291—
LösungsmittelDichloromethaneHCID 6344—
Produkt4-(5-Fluoro-4-methyl-2-nitro-phenylamino)piperidine-1-carboxylic acid tert-butyl esterHCID 5885227918,2%

Reaktionsbedingungen

Temperatur180 °C

Reaktionsschritte

A mixture of 1-chloro-5-fluoro-4-methyl-2-nitro-benzene (2 g, 10.55 mmol), 4-amino-piperidine-1-carboxylic acid tert-butyl ester (2.32 g, 11.58 mmol), and iPr2NEt (3.8 mL) was heated for 2 hours at 180° C. by microwave heating. After cooling, the reaction mixture was diluted with CH2Cl2 and then filtered. The volatiles were removed under reduced pressure and the residue was purified by flash chromatography (25% ethyl acetate in hexanes) to afford 4-(5-fluoro-4-methyl-2-nitro-phenylamino)piperidine-1-carboxylic acid tert-butyl ester (0.68 g, 18%) as a brown solid.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07803816B2
Quelldatensatzuspto-grants-2010_09
ORD IDord-2baa627bd70b408b9964623461bffd6c
Quellennotizuspto-grants-2010_09