Reaction #86250

Reaction equation

6-(6-methylpyrazin-2-yl)-1H-pyrazolo[4,3-c]pyridine

2-bromo-6-iodo-3-methoxypyridine

Potassium carbonate

N,N′-Dimethylethylenediamine

→

desired product

Yield 64.6%

1-(6-bromo-2-pyridyl)-6-(6-methylpyrazin-2-yl)pyrazolo[4,3-c]pyridine

Yield 64.6%

Conditions

Workup

1. 1
   Other4 h
2. 2
   FiltrationThe reaction was filtered through celite
3. 3
   Concentrationconcentrated
4. 4
   OtherThe crude product purified by isco column (EtOAc/Hep eluted at 100% EtOAc)

Procedure

A solution containing 6-(6-methylpyrazin-2-yl)-1H-pyrazolo[4,3-c]pyridine (250 mg, 1.18 mmol), 2-bromo-6-iodo-3-methoxypyridine (570 mg, 1.78 mmol), Copper(I) iodide (225 mg, 1.18 mmol), Potassium carbonate (196 mg, 1.42 mmol) and N,N′-Dimethylethylenediamine (0.25 mL, 2.37 mmol) was stirred at 85° C. 4 h. The reaction was filtered through celite and concentrated. The crude product purified by isco column (EtOAc/Hep eluted at 100% EtOAc) to give the desired product 280 mg 59% yield. MS (ESI) m/z: 397.1.

Source