反应 #1365746

反应方程式

product

3.6-Dichloro-4-phenylpyridazine

pyrazine-2-hydrazide

triethylamine hydrochloride

→

required product

6-Chloro-7-phenyl-3-(pyrazin-2-yl)-1,2,4-triazolo[4.3-b]pyridazine

溶剂

xylene

反应条件

后处理

1. 1
   温度the reaction mixture was heated
2. 2
   温度at reflux for 2 days
3. 3
   其他The solvent was removed under high vacuum
4. 4
   workup.DISSOLUTIONthe residue was dissolved in dichloromethane
5. 5
   萃取the aqueous extracted with dichloromethane (2×150 ml)
6. 6
   洗涤The combined organic layers were washed with brine
7. 7
   干燥dried (MgSO4)
8. 8
   过滤filtered
9. 9
   其他evaporated
10. 10
    其他The residue was purified by silica gel chromatography

实验过程

The product from Example 1 step b) (1 g, 4.46 mmol) was suspended in xylene (25 ml) with pyrazine-2-hydrazide (0.74 g, 5.35 mmol) and triethylamine hydrochloride (0.61 g, 4.46 mmol) and the reaction mixture was heated at reflux for 2 days. The solvent was removed under high vacuum, and the residue was dissolved in dichloromethane, basified with sodium bicarbonate and the aqueous extracted with dichloromethane (2×150 ml). The combined organic layers were washed with brine, dried (MgSO4), filtered and evaporated. The residue was purified by silica gel chromatography using 0-40% ethyl acetate in dichloromethane as eluent to give the required product (0.249 g). 1H NMR (250 MHz, DMSO) δ 7.56 (5H, m), 8.43 (1H, s), 8.87 (1H, d, J=2.5 Hz), 8.96 (1H, d, J=2.5 Hz), 9.49 (1H, d, J=2.5 Hz); MS (ES+) m/e 309 [MH+].

来源