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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 2201023Erstellt: 24. Oktober 2026

m-Toluidine → tert-butyl (1S,2R)-2-(4-cyano-3-(m-tolylamino)phenylamino)cyclohexylcarbamate

https://huagongshe.com/de/reaction/2201023

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
Eduktm-ToluidineHCID 7934—
EduktCesium carbonateHCID 10796—
EduktBinap, (A+-)-HCID 634876—
Edukttert-butyl (1S,2R)-2-(3-bromo-4-cyanophenylamino)cyclohexylcarbamateHCID 69283621—
Katalysatorpalladium(II) acetateHCID 167845—
LösungsmittelTolueneHCID 1140—
Produkttert-butyl (1S,2R)-2-(4-cyano-3-(m-tolylamino)phenylamino)cyclohexylcarbamateHCID 69284029—

Reaktionsschritte

A mixture of tert-butyl (1S,2R)-2-(3-bromo-4-cyanophenylamino)cyclohexylcarbamate (98 mg, 0.25 mmol), m-toluidine (54 uL, 0.50 mmol), BINAP (31 mg, 0.050 mmol), Pd(OAc)2 (12 mg, 0.053 mmol) and Cs2CO3 (160 mg, 0.49 mmol) in toluene (3 mL) was degassed with Ar, then was stirred at 100 C for 3 h. EtOAc and water were added. The organic phase was separated, washed with 1N HCl, then with brine, dried over Na2SO4, concentrated in vacuo to give tert-butyl (1S,2R)-2-(4-cyano-3-(m-tolylamino)phenylamino)cyclohexylcarbamate as a residue.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS09359375B2
Quelldatensatzuspto-grants-2016_06
ORD IDord-b00cddfff3f14242bed316c57fa3179d
Quellennotizuspto-grants-2016_06