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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 2201026Erstellt: 25. Oktober 2026

4-Fluoroaniline → tert-butyl (1S,2R)-2-(4-cyano-3-(4-fluorophenylamino)phenylamino)cyclohexylcarbamate

https://huagongshe.com/reaction/2201026

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
Edukt4-FluoroanilineHCID 9731—
EduktPotassium CarbonateHCID 11430—
EduktBinap, (A+-)-HCID 634876—
Edukttert-butyl (1S,2R)-2-(3-bromo-4-cyanophenylamino)cyclohexylcarbamateHCID 69283621—
Katalysatorpalladium(II) acetateHCID 167845—
Lösungsmittel1,4-DioxaneHCID 31275—
Produkttert-butyl (1S,2R)-2-(4-cyano-3-(4-fluorophenylamino)phenylamino)cyclohexylcarbamateHCID 69283622—

Reaktionsschritte

A mixture of tert-butyl (1S,2R)-2-(3-bromo-4-cyanophenylamino)cyclohexylcarbamate (150 mg, 0.380 mmol), 4-fluoroaniline (75 uL, 0.792 mmol), BINAP (40 mg, 0.064 mmol), Pd(OAc)2 (25 mg, 0.11 mmol) and K2CO3 (150 mg, 1.08 mmol) in dioxane (3 mL) was degassed with Ar, then was stirred at 100 C for 16 h. EtOAc and water were added. The organic phase was separated, washed with 1N HCl, then with 5% NaHCO3, dried over Na2SO4, concentrated in vacuo to give tert-butyl (1S,2R)-2-(4-cyano-3-(4-fluorophenylamino)phenylamino)cyclohexylcarbamate as a crude residue.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS09359375B2
Quelldatensatzuspto-grants-2016_06
ORD IDord-41065dcbda5e439db152f012749057b3
Quellennotizuspto-grants-2016_06