反应详情

After dissolving [4-(2-aminopyridin-4-yloxy)-3-fluorophenyl]carbamic acid benzyl ester (41 mg) in N,N-dimethylformamide (2 ml) under a nitrogen atmosphere, triethylamine (0.0485 ml) and phenyl chloroformate (0.0545 ml) were added while stirring in an ice water bath. The reaction mixture was brought to room temperature and the mixture was stirred for 30 minutes. Methyl-(1-methylpiperidin-4-yl)amine (0.0675 ml) was added to the reaction mixture and stirred therewith for 20 hours. The reaction mixture was partitioned between ethyl acetate (30 ml) and saturated aqueous ammonium chloride (20 ml). The separated organic layer was washed with saturated aqueous ammonium chloride (20 ml), water (20 ml) and brine (20 ml) and dried over anhydrous sodium sulfate. The solvent was distilled off under reduced pressure and then the resultant residue was purified by silica gel column chromatography (Fuji Silysia NH, eluent; heptane:ethyl acetate=2:3 to 1:5). Fractions containing the target compound were concentrated under reduced pressure to provide the title compound (38.7 mg, 65.7%) as a colorless oil. ESI-MS (neg.) (m/z): 506[M−H]−.

1. customwas brought to room temperature
2. stirringthe mixture was stirred for 30 minutes
3. stirringstirred
4. customThe reaction mixture was partitioned between ethyl acetate (30 ml) and saturated aqueous ammonium chloride (20 ml)
5. washThe separated organic layer was washed with saturated aqueous ammonium chloride (20 ml), water (20 ml) and brine (20 ml)
6. dry with materialdried over anhydrous sodium sulfate
7. distillationThe solvent was distilled off under reduced pressure
8. customthe resultant residue was purified by silica gel column chromatography (Fuji Silysia NH, eluent; heptane:ethyl acetate=2:3 to 1:5)
9. additionFractions containing the target compound
10. concentrationwere concentrated under reduced pressure