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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 881129Erstellt: 25. Oktober 2026

Potassium Carbonate → tert-butyl 6-(4-(N-methylsulfamoyl)phenyl)pyridin-2-ylcarbamate

https://huagongshe.com/reaction/881129

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktPotassium CarbonateHCID 11430—
EduktTert-butyl (6-bromopyridin-2-YL)carbamateHCID 13040380—
Edukt4-((Methylamino)sulphonyl)benzene boronic acidHCID 44118763—
KatalysatorHCID 178418397HCID 178418397—
LösungsmittelWaterHCID 962—
LösungsmittelDimethylformamideHCID 6228—
Produkttert-butyl 6-(4-(N-methylsulfamoyl)phenyl)pyridin-2-ylcarbamateHCID 5916617772,2%

Reaktionsbedingungen

Temperatur80 °C

Reaktionsschritte

To a solution of 4-(N-methylsulfamoyl)phenylboronic acid (17.2 g, 0.08 mol) and (6-bromo-pyridin-2-yl)carbamic acid tert-butyl ester (21.9 g, 0.08 mol) in DMF (125 mL) and H2O (125 mL) were added Pd(PPh3)4 (9.2 g, 0.008 mol) and K2CO3 (16.6 g, 0.12 mol). The resulting mixture was degassed by gently bubbling argon through the solution for 5 minutes at 20° C. The reaction mixture was then heated at 80° C. for 16 h. The mixture was evaporated under reduced pressure, then poured into H2O, and extracted with EtOAc. The organic phase was dried over Na2SO4, and was evaporated under reduced pressure to give tert-butyl 6-(4-(N-methylsulfamoyl)phenyl)pyridin-2-ylcarbamate (21 g, 58%), which was used in the next step without further purification.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08993600B2
Quelldatensatzuspto-grants-2015_03
ORD IDord-ce353bf459394d0491bb9dfe0f139411
Quellennotizuspto-grants-2015_03