Reaktion #1797902

Reaktionsgleichung

water

5-(2-furyl)-6-pyridin-4-ylpyrazine-2,3-diamine

nicotinoyl chloride hydrochloride

→

title compound

Ausbeute 61.0%

6-(2-Furyl)-2-pyridin-3-yl-5-pyridin-4-yl-1H-imidazo[4,5-b]pyrazine

Ausbeute 61.0%

Lösungsmittel

pyridine

Reaktionsbedingungen

Aufarbeitung

1. 1
   Temperaturheated
2. 2
   Temperaturat reflux for 24 h
3. 3
   Extraktionextracted with ethyl acetate
4. 4
   TrocknenThe organic phase was dried (MgSO4)
5. 5
   Sonstigeevaporated
6. 6
   Sonstigethe residue was purified by silica gel chromatography (CH2Cl2/MeOH/NH3 50:8:1)
7. 7
   EinengenThe appropriate fractions were concentrated
8. 8
   Sonstigeto leave a solid which
9. 9
   Waschenupon washing with diethyl ether

Vorschrift

A mixture of 5-(2-furyl)-6-pyridin-4-ylpyrazine-2,3-diamine (Example 87, 146 mg, 0.58 mmol) and nicotinoyl chloride hydrochloride (516 mg, 2.9 mmol) in pyridine (5 mL) was stirred and heated at reflux for 24 h. Then polyphosphoric acid was added and the stirring was continued at the same temperature for 24 h. The reaction was allowed to cool to room temperature and was poured into water and extracted with ethyl acetate. The organic phase was dried (MgSO4), evaporated and the residue was purified by silica gel chromatography (CH2Cl2/MeOH/NH3 50:8:1). The appropriate fractions were concentrated to leave a solid which upon washing with diethyl ether give the title compound as a light brown solid (82 mg, 61%).

Quelle