Reaktion #356768

Reaktionsgleichung

diethyl ether

6-Chloro-2-iodo-3-[(phenylmethyl)oxy]pyridine

2-bromophenylboronic acid

potassium carbonate

→

title compound

Ausbeute 82.2%

2-(2-Bromophenyl)-6-chloro-3-[(phenylmethyl)oxy]pyridine

Ausbeute 82.2%

Lösungsmittel

water

toluene ethanol

Reaktionsbedingungen

Aufarbeitung

1. 1
   workup.ADDITIONadded
2. 2
   TemperaturAfter cooling
3. 3
   Waschenthe organic layer washed with water
4. 4
   Trocknendried (MgSO4)
5. 5
   Sonstigeevaporated
6. 6
   Sonstigechromatographed
7. 7
   Wascheneluting with 2-10% ethyl acetate/isohexane

Vorschrift

6-Chloro-2-iodo-3-[(phenylmethyl)oxy]pyridine (346 mg, 1 mmol) and 2-bromophenylboronic acid (201 mg, 1 mmol) were dissolved in 1:1 toluene/ethanol (10 ml) and potassium carbonate (1.1 g, 8 mmol) and tetrakis(triphenylphosphine)palladium(0) (116 mg, 0.1 mmol) added. The mixture was stirred under nitrogen and heated at 90° C. for 2 hours. After cooling, diethyl ether and water were added and the organic layer washed with water, dried (MgSO4) and evaporated. The yellow oil was flash chromatographed, eluting with 2-10% ethyl acetate/isohexane to give the title compound as a clear oil (308 mg) LC/MS t=3.77, [MH+] 376, 378.

Quelle