Water → Butyl (2R)-2-[3-[[2-benzoxazolyl[3-(4-methoxyphenoxy)propyl]amino]methyl]phenoxy]butanoate

To a solution of N-(benzoxazol-2-yl)-N-(3-(4-methoxyphenoxy)propyl)-3-hydrox ybenzylamine (530 mg) in acetonitrile (10 mL), potassium carbonate (272 mg) in a powder form was added at room temperature, and the resulting mixture was stirred for 10 minutes. The solution of n-butyl (S)-2-trifluoromethanesulfonyloxybutyrate (587 mg) in acetonitrile (10 mL) prepared in Preparative Example 6 was added to the reaction solution, and the mixture was stirred at room temperature for 14 hours. Water was added to the reaction solution, the mixture was extracted with toluene, and the extract was washed with saturated brine and dried over anhydrous sodium sulfate. The solution was filtered and concentrated under reduced pressure, and then the residue was purified by silica gel column chromatography (hexane/ethyl acetate=2/1) to obtain a colorless oil (748 mg, 100%).

1. additionwas added to the reaction solution
2. stirringthe mixture was stirred at room temperature for 14 hours
3. extractionthe mixture was extracted with toluene
4. washthe extract was washed with saturated brine
5. dry with materialdried over anhydrous sodium sulfate
6. filtrationThe solution was filtered
7. concentrationconcentrated under reduced pressure
8. customthe residue was purified by silica gel column chromatography (hexane/ethyl acetate=2/1)

ORD record

ord-d3fa7146520c4a9690ddd754bbb438fa

Source dataset

uspto-grants-2010_09

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US07790903B2