反应详情

To a round bottom flask was added 4-(5-(4-chlorophenyl)-6-hydrazinyl-2-((2-methyl-6-(trifluoromethyl)pyridin-3-yl)methyl)-3-oxo-2,3-dihydropyridazin-4-yl)benzonitrile (70 mg, 0.1367 mmol), prepared as described in Example 2B, (S)-2-(benzyloxy)propanoic acid (25 mg, 0.1367 mmol), EDAC (30 mg, 0.15 mmol), HOBT (20.3 mg, 0.15 0 mmol), THF (5 ml) and diisopropyl ethyl amine (19.4 mg, 0.15 mmol). The reaction was stirred at rt for 5 hr. After this time, the reaction was diluted with EtOAc (40 ml). The resulting solution was extracted with water (2×20 ml), and saturated NaCl (20 ml). The organic layer was dried over MgSO4, filtered and concentrated. The crude product was purified by silica gel column chromatography (4 g silica gel) eluting with a gradient of 0%-60% EtOAc/Hex to give product (S)-2-(benzyloxy)-N′-(4-(4-chlorophenyl)-5-(4-cyanophenyl)-1-((2-methyl-6-(trifluoromethyl)pyridin-3-yl)methyl)-6-oxo-1,6-dihydropyridazin-3-yl)propanehydrazide as a beige solid (70 mg, 76% yield).

1. customprepared
2. extractionThe resulting solution was extracted with water (2×20 ml), and saturated NaCl (20 ml)
3. dry with materialThe organic layer was dried over MgSO4
4. filtrationfiltered
5. concentrationconcentrated
6. customThe crude product was purified by silica gel column chromatography (4 g silica gel)
7. washeluting with a gradient of 0%-60% EtOAc/Hex