反应详情

3-Aminoisonicotinic acid (400 mg) was suspended in methanol (6 mL) and toluene (18 mL) was added. A solution of (trimethylsilyl)diazomethane (2.0 M in diethyl ether, 1.88 mL) was added slowly to the suspension. Within 5 to 10 minutes after addition, the suspension turned into a solution. After 2 hours stirring at room temperature, the reaction mixture was quenched with water and extracted 3× with ethyl acetate. The combined organic layer was washed with 2N hydrochloric acid, saturated bicarbonate solution and brine, dried over MgSO4 and concentrated in vacuum. The residue was purified by column chromatography (silica gel 60, hexane/ethyl acetate=1:2, Rf=0.40) to afford 340 mg of the title compound of the formula

1. additionWithin 5 to 10 minutes after addition
2. customthe reaction mixture was quenched with water
3. extractionextracted 3× with ethyl acetate
4. washThe combined organic layer was washed with 2N hydrochloric acid, saturated bicarbonate solution and brine
5. dry with materialdried over MgSO4
6. concentrationconcentrated in vacuum
7. customThe residue was purified by column chromatography (silica gel 60, hexane/ethyl acetate=1:2, Rf=0.40)