반응 #1797902

반응 방정식

water

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

nicotinoyl chloride hydrochloride

→

title compound

수율 61.0%

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

수율 61.0%

용매

pyridine

반응 조건

후처리

1. 1
   온도heated
2. 2
   온도at reflux for 24 h
3. 3
   추출extracted with ethyl acetate
4. 4
   건조The organic phase was dried (MgSO4)
5. 5
   기타evaporated
6. 6
   기타the residue was purified by silica gel chromatography (CH2Cl2/MeOH/NH3 50:8:1)
7. 7
   농축The appropriate fractions were concentrated
8. 8
   기타to leave a solid which
9. 9
   세척upon washing with diethyl ether

실험 절차

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%).

출처