Реакция #1835111

Уравнение реакции

4-bromo-2-(trifluoromethyl)pyridine

tripotassium phosphate

picolinic acid

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

→

title compound

Выход 55.2%

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

Выход 55.2%

Растворители

DMSO

Условия реакции

Обработка

1. 1
   workup.ADDITIONThe mixture was poured
2. 2
   ЭкстракцияNH4Cl aq. and extracted with EtOAc
3. 3
   ДругоеThe organic layer was separated
4. 4
   Промывкаwashed with brine
5. 5
   Сушкаdried over anhydrous magnesium sulfate
6. 6
   Концентрированиеconcentrated in vacuo
7. 7
   ДругоеThe residue was purified by column chromatography (NH silica gel, eluted with EtOAc in hexane)

Методика

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.

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