Реакция #1709860

Уравнение реакции

3-bromo-5-fluoropyridin-2-amine

4-(cyclohexyloxy)phenylboronic acid

sodium carbonate

EtOAc

→

title compound

Выход 81.4%

3-[4-(cyclohexyloxy)phenyl]-5-fluoropyridin-2-amine

Выход 81.4%

Растворители

DME

water

Water

Условия реакции

Обработка

1. 1
   Другоеthe organic layer was separated
2. 2
   Промывкаwashed with brine
3. 3
   Сушкаdried over anhydrous sodium sulfate
4. 4
   Концентрированиеconcentrated in vacuo
5. 5
   ДругоеThe residue was purified by column chromatography (silica gel, eluted with EtOAc in hexane)
6. 6
   Промывкаwashed with IPE

Методика

Tetrakis(triphenylphosphine)palladium(0) (54.5 mg) was added to a suspension of 3-bromo-5-fluoropyridin-2-amine (300 mg), 4-(cyclohexyloxy)phenylboronic acid (449 mg) and sodium carbonate (333 mg) in DME (15 mL) and water (3 mL) and the mixture was stirred at 100° C. under nitrogen for 2 hr. Water and EtOAc were added and the organic layer was separated, washed with brine, dried over anhydrous sodium sulfate and concentrated in vacuo. The residue was purified by column chromatography (silica gel, eluted with EtOAc in hexane) and washed with IPE to give the title compound (366 mg) as a yellow solid.

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