反应详情

N1-Methyl-5-(2-amino-5-cyano-4-pyridyl)oxy-1H-1-indolecarboxamide (20 mg) synthesized in Example 215 was suspended in tetrahydrofuran (0.5 ml) at room temperature; triethylamine (0.121 ml, 0.868 mmol) and phenyl chloroformate (0.08 ml, 0.633 mmol) was added thereto while stirring; and the reaction mixture was stirred at room temperature for 2 hours. Water was added to the reaction mixture; this was subjected to extraction with ethyl acetate, washed with brine, dried over anhydrous sodium sulfate, and concentrated under reduced pressure. N,N-Dimethylformamide and pyrrolidine (0.013 ml) was added to a portion of the residue (14 mg); and the reaction mixture was stirred overnight. The reaction mixture was partitioned between ethyl acetate and water; and the organic layer was dried over anhydrous sodium sulfate, and concentrated under reduced pressure. The residue was purified by silica gel column chromatography (Fuji Silysia NH, ethyl acetate-methanol). The resultant was washed with a solvent mixture (ether:hexane=1:1) to yield the title compound as crystals (6 mg).

1. stirringand the reaction mixture was stirred at room temperature for 2 hours
2. extractionthis was subjected to extraction with ethyl acetate
3. washwashed with brine
4. dry with materialdried over anhydrous sodium sulfate
5. concentrationconcentrated under reduced pressure
6. additionN,N-Dimethylformamide and pyrrolidine (0.013 ml) was added to a portion of the residue (14 mg)
7. stirringand the reaction mixture was stirred overnight
8. customThe reaction mixture was partitioned between ethyl acetate and water
9. dry with materialand the organic layer was dried over anhydrous sodium sulfate
10. concentrationconcentrated under reduced pressure
11. customThe residue was purified by silica gel column chromatography (Fuji Silysia NH, ethyl acetate-methanol)
12. washThe resultant was washed with a solvent mixture (ether:hexane=1:1)