反应详情

2-[(4-{2-[(5-Bromopyridin-2-yl)amino]-2-oxoethyl}-1,3-thiazol-2-yl)thio]-2-methylpropionic acid tert-butyl ester (12.5 g) obtained in Example 242-1 was dissolved in tetrahydrofuran (20 mL), 1 mol/L-borane/tetrahydrofuran complex (100 mL) was added under ice-cooling, and the mixture was stirred at room temperature for 12 hr. The reaction mixture was ice-cooled, and methanol (100 mL) was added dropwise. After warming to room temperature, the mixture was stirred for 1 hr. The reaction mixture was concentrated under reduced pressure, 2-aminoethanol (40 mL) was added, and the mixture was stirred at 70° C. for 1 hr. Water was added to the reaction mixture, and the mixture was extracted with ethyl acetate. The organic layer was washed with saturated brine and dried over anhydrous sodium sulfate. The solvent was evaporated under reduced pressure, and the residue was purified by silica gel chromatography (elution solvent; hexane:ethyl acetate=10:1) to give the title compound (5.7 g) as a colorless oil.

1. addition1 mol/L-borane/tetrahydrofuran complex (100 mL) was added under ice-
2. temperaturecooling
3. temperaturecooled
4. temperatureAfter warming to room temperature
5. stirringthe mixture was stirred for 1 hr
6. concentrationThe reaction mixture was concentrated under reduced pressure, 2-aminoethanol (40 mL)
7. additionwas added
8. stirringthe mixture was stirred at 70° C. for 1 hr
9. additionWater was added to the reaction mixture
10. extractionthe mixture was extracted with ethyl acetate
11. washThe organic layer was washed with saturated brine
12. dry with materialdried over anhydrous sodium sulfate
13. customThe solvent was evaporated under reduced pressure
14. customthe residue was purified by silica gel chromatography (elution solvent; hexane:ethyl acetate=10:1)