Reaktion #1492911

Reaktionsgleichung

4-bromo-2-(trifluoromethyl)pyridine

tripotassium phosphate

picolinic acid

4-(2-amino-5-chloropyridin-3-yl)phenol

→

title compound

Ausbeute 55.2%

5-chloro-3-(4-{[2-(trifluoromethyl)pyridin-4-yl]oxy}phenyl)-1,2-dihydropyridin-2-amine

Ausbeute 55.2%

Lösungsmittel

DMSO

Reaktionsbedingungen

Aufarbeitung

1. 1
   workup.ADDITIONThe mixture was poured
2. 2
   ExtraktionNH4Cl aq. and extracted with EtOAc
3. 3
   SonstigeThe organic layer was separated
4. 4
   Waschenwashed with brine
5. 5
   Trocknendried over anhydrous magnesium sulfate
6. 6
   Einengenconcentrated in vacuo
7. 7
   SonstigeThe residue was purified by column chromatography (NH silica gel, eluted with EtOAc in hexane)

Vorschrift

A mixture of 4-bromo-2-(trifluoromethyl)pyridine (282 mg), tripotassium phosphate (481 mg), picolinic acid (27.9 mg), copper(I) iodide (21.58 mg) and 4-(2-amino-5-chloropyridin-3-yl)phenol (250 mg) in DMSO (5 mL) was stirred at 140° C. under N2 overnight. The mixture was poured into sat.NH4Cl aq. and extracted with EtOAc. The organic layer was separated, washed with brine, dried over anhydrous magnesium sulfate and concentrated in vacuo. The residue was purified by column chromatography (NH silica gel, eluted with EtOAc in hexane) to give the title compound (230 mg) as a pale yellow solid.

Quelle