反应详情

Methyl 4-(4-benzyloxycarbonylamino-3-fluorophenyl)pyridine-2-carboxylate (1.02 g) was dissolved in a mixed solvent of ethanol (25 ml), methanol (50 ml) and N,N-dimethylformamide (7.5 ml), and then water (7.5 ml) was added. Lithium hydroxide monohydrate (185 mg) was added thereto at room temperature while stirring, followed by stirring at room temperature for 1.5 hrs. To the reaction mixture was added 1 N HCl (30 ml), followed by concentrating under a reduced pressure. To the resultant residue was added a mixed solvent of ethyl acetate (100 ml) and tetrahydrofuran (100 ml) to partition. The organic layer was washed with brine (50 ml×3), and dried over anhydrous sodium sulfate. The solvent was evaporated to give a solid, which was then suspended in a mixed solvent of diethyl ether (20 ml) and hexane (20 ml), filtered, and dried under aeration to provide the titled compound (846 mg, 86.1%) as a pale brown solid.

1. stirringby stirring at room temperature for 1.5 hrs
2. concentrationby concentrating under a reduced pressure
3. additionTo the resultant residue was added a mixed solvent of ethyl acetate (100 ml) and tetrahydrofuran (100 ml)
4. customto partition
5. washThe organic layer was washed with brine (50 ml×3)
6. dry with materialdried over anhydrous sodium sulfate
7. customThe solvent was evaporated
8. customto give a solid, which
9. filtrationfiltered
10. customdried under aeration