反应详情

To a solution of o-chloroaniline (0.68 g, 5.3 mmol) in 20 mL of PhMe was added 3 mL of AlMe3. The mixture was stirred at ambient temperature for 0.5 h and added into a solution of ethyl 5-ethoxypyridine-2-carboxylate 3 (0.26 g, 1.33 mmol) in 10 mL of PhMe. The mixture was stirred at ambient temperature for 15 h and quenched with 20 mL of 1N HCl. The mixture was extracted with ethyl acetate. The organic layer was separated and concentrated. The residue was purified by column (2:1 of hexane/ethyl acetate) to give N-(2-chlorophenyl)-5-ethoxypyridine-2-carboxamide 4 as a solid. Yield: 310 mg, 96%.

1. stirringThe mixture was stirred at ambient temperature for 15 h
2. customquenched with 20 mL of 1N HCl
3. extractionThe mixture was extracted with ethyl acetate
4. customThe organic layer was separated
5. concentrationconcentrated
6. customThe residue was purified by column (2:1 of hexane/ethyl acetate)