反应详情

2-Amino-5-methylpyridine (81 mg) is dissolved in chloroform (5 ml). After adding 0.98 M trimethyl aluminum-hexane solution (763 μl) under ice-cooling, the reaction solution is stirred under ice-cooling for 10 minutes, and then at room temperature for 0.5 hours. To the resulting reaction solution is added methyl 3-({[trans-4-(3-oxomorpholin-4-yl)cyclohexyl]carbonyl}amino)furo[3,2-b]pyridine-2-carboxylate (150 mg) obtained in Reference Example 79, and the mixture is stirred at room temperature for 2 hours and at 50° C. under heating for 5 hours. To the reaction solution is added 10% hydrochloric acid (3 ml) under ice-cooling, and the mixture is stirred at room temperature for 0.5 hours. The reaction solution is then neutralized by adding saturated aqueous sodium hydrogen carbonate solution, and extracted with chloroform. The organic layer is washed with saturated brine, dried over sodium sulfate, and the solvent is evaporated under reduced pressure. The residue is purified by NH-silica gel column chromatography (eluent: ethyl acetate followed by ethyl acetate/methanol=10/1). The resulting solid is suspended in diethyl ether, and collected by filtration to give the title compound (110 mg).

1. temperaturecooling
2. temperaturecooling for 10 minutes
3. customTo the resulting reaction solution
4. customobtained in Reference Example 79
5. stirringthe mixture is stirred at room temperature for 2 hours and at 50° C.
6. temperatureunder heating for 5 hours
7. temperaturecooling
8. stirringthe mixture is stirred at room temperature for 0.5 hours
9. extractionextracted with chloroform
10. washThe organic layer is washed with saturated brine
11. dry with materialdried over sodium sulfate
12. customthe solvent is evaporated under reduced pressure
13. customThe residue is purified by NH-silica gel column chromatography (eluent: ethyl acetate followed by ethyl acetate/methanol=10/1)
14. filtrationcollected by filtration