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, (R)-2-(benzyloxy)propanoic acid (25 mg, 0.1367 mmol), EDAC (30 mg, 0.150 mmol), HOBT (20.3 mg, 0.150 mmol), THF (5 ml) and diisopropylethyl amine (19.4 mg, 0.150 mmol). The reaction was stirred at rt for 5 hr. The reaction was diluted with EtOAc (40 ml). The resulting organic solution was extracted with water (2×20 ml) and saturated NaCl (20 ml). The organic layer was dried over MgSO4, filtered and concentrated. The resulting residue was purified by silica gel column chromatography, (4 g silica gel) eluting with 20%-80% EtOAc/Hex to give product (R)-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 organic 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 resulting residue was purified by silica gel column chromatography, (4 g silica gel)
7. washeluting with 20%-80% EtOAc/Hex