Reaktion #74170

Reaktionsgleichung

sodium carbonate

N-[3-(4-bromo-1-methyl-1H-pyrazol-3-yl)-2,4-difluoro-phenyl]-2,5-difluorobenzenesulfonamide

4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine

→

title compound

N-[3-(1-methyl-4-pyridin-4-yl-1H-pyrazol-3-yl)-2,4-difluoro-phenyl]-2,5-difluoro-benzenesulfonamide

Lösungsmittel

dimethoxyethane

dimethoxyethane

dimethoxyethane

Reaktionsbedingungen

Aufarbeitung

1. 1
   workup.WAITthe mixture was insufflated with nitrogen for 10 min
2. 2
   TemperaturThe mixture was cooled
3. 3
   Einengenthe organic phase was concentrated
4. 4
   SonstigeThe crude oil was purified by flash chromatography (eluant: dichloromethane/ethyl acetate 1:1)

Vorschrift

To a solution of tetrakis(triphenylphosphine)palladium(0) (0.12 g, 0.1 mmol) in dimethoxyethane (3 mL), N-[3-(4-bromo-1-methyl-1H-pyrazol-3-yl)-2,4-difluoro-phenyl]-2,5-difluorobenzenesulfonamide (0.14 g, 0.3 mmol) in dimethoxyethane (3 mL) was added and the mixture was insufflated with nitrogen for 5 min. A solution of 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine (0.13 g, 0.63 mmol) in dimethoxyethane (3 mL) was added and the mixture was insufflated with nitrogen for 10 min, then 2 M sodium carbonate solution (2.5 mL) was added and the mixture was heated at 110° C. in a microwave cavity for 3 h. The mixture was cooled and the organic phase was concentrated. The crude oil was purified by flash chromatography (eluant: dichloromethane/ethyl acetate 1:1). The title compound was obtained as a white solid (0.05 g, 36%).

Quelle