反应详情

tert-Butyl (2R)-4-methyl-1-oxo-1-[2-oxo-8-(2-oxopyrrolidin-1-yl)-1,2,3,4-tetrahydroquinolin-3-ylamino]pentan-2-ylcarbamate (320 mg) was dissolved in N,N-dimethylformaldehyde (4.0 mL), and 2-bromomethylpyridine hydrobromide (216 mg) and sodium hydride (67 mg) were added thereto under cooling on ice, followed by stirring for one hour. The resultant mixture was subjected to extraction with saturated aqueous ammonium chloride solution and ethyl acetate. The organic layer was washed with water and saturated aqueous sodium chloride solution, and then dried over sodium sulfate. The solvent was evaporated under reduced pressure, and the thus-recovered residue was purified through silica gel column chromatography (ethyl acetate:methanol=20:1), whereby the title compound (315 mg) was yielded.

1. temperatureunder cooling on ice
2. extractionThe resultant mixture was subjected to extraction with saturated aqueous ammonium chloride solution and ethyl acetate
3. washThe organic layer was washed with water and saturated aqueous sodium chloride solution
4. dry with materialdried over sodium sulfate
5. customThe solvent was evaporated under reduced pressure
6. customthe thus-recovered residue was purified through silica gel column chromatography (ethyl acetate:methanol=20:1), whereby the title compound (315 mg)
7. customwas yielded