Reaktion #1709860

Reaktionsgleichung

3-bromo-5-fluoropyridin-2-amine

4-(cyclohexyloxy)phenylboronic acid

sodium carbonate

EtOAc

→

title compound

Ausbeute 81.4%

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

Ausbeute 81.4%

Lösungsmittel

DME

water

Water

Reaktionsbedingungen

Aufarbeitung

1. 1
   Sonstigethe organic layer was separated
2. 2
   Waschenwashed with brine
3. 3
   Trocknendried over anhydrous sodium sulfate
4. 4
   Einengenconcentrated in vacuo
5. 5
   SonstigeThe residue was purified by column chromatography (silica gel, eluted with EtOAc in hexane)
6. 6
   Waschenwashed with IPE

Vorschrift

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.

Quelle