反应详情

To a solution of 4-(2-fluoro-4-nitrophenoxy)pyridin-2-ylamine (300 mg, 1.2 mmol) and triethylamine (0.335 ml, 2.4 mmol) in tetrahydrofuran (30 ml) was added phenyl chloroformate (0.226 ml, 1.8 mmol) dropwise while stirring in an ice bath, followed by stirring for 0.5 hr. The reaction mixture was concentrated under a reduced pressure to give a residue, to which N,N-dimethylformamide (6.0 ml) and N,N-diethyl-N′-methyl-1,3-propanediamine (606 mg, 4.2 mmol) were added, followed by stirring at room temperature for 4 hrs and 45 min. To the reaction mixture was added ethyl acetate (150 ml), washed with a saturated aqueous solution of sodium hydrogencarbonate, and dried over anhydrous sodium sulfate. The solvent was evaporated to give a residue, which was filtered by silica gel (Fuji Silysia NH, hexane:ethyl acetate=3:1 to 1:1) to provide the titled compound (503 mg, 100%) as a yellow oil.

1. stirringby stirring for 0.5 hr
2. concentrationThe reaction mixture was concentrated under a reduced pressure
3. customto give a residue
4. stirringby stirring at room temperature for 4 hrs and 45 min
5. washwashed with a saturated aqueous solution of sodium hydrogencarbonate
6. dry with materialdried over anhydrous sodium sulfate
7. customThe solvent was evaporated
8. customto give a residue, which
9. filtrationwas filtered by silica gel (Fuji Silysia NH, hexane:ethyl acetate=3:1 to 1:1)