반응 #1368206
ord-b41297e4a6764df89e8897e868453d0a
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시약
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후처리
- 1온도The mixture was cooled to room temperature
- 2세척washed with CH3OH (5 mL×2)
- 3세척Product was eluted off
- 4농축concentrated
- 5workup.DISSOLUTIONThe resulting material was dissolved into ethyl acetate/methanol=2/1 (2 mL)
- 6세척eluted off
- 7농축concentrated
- 8workup.DISSOLUTIONThe residue was dissolved in methanol (1 mL)
- 9workup.ADDITION4 N HCl in dioxane (0.50 mL) was added
- 10workup.STIRRINGThe solution was stirred at room temperature overnight
- 11농축concentrated
- 12workup.DISSOLUTIONThe residue was dissolved in methanol
- 13세척washed with CH3OH (5 mL×2)
- 14세척eluted off
- 15농축Concentration
실험 절차
To a mixture of 4-[{N-(2-(tert-butoxycarbonylamino)-4,5-difluorobenzoyl)glycyl}aminomethyl]piperidine (0.050 mmol), 4-methyl-3-nitrobenzaldehyde (0.25 mmol), methanol (1.2 mL), and acetic acid (0.050 mL) was added NaBH3CN (0.50 mmol) in methanol (1.0 mL). The reaction mixture was stirred at 50° C. overnight. The mixture was cooled to room temperature, loaded onto Varian™ SCX column, and washed with CH3OH (5 mL×2). Product was eluted off using 2 N NH3 in CH3OH (5 mL) and concentrated. The resulting material was dissolved into ethyl acetate/methanol=2/1 (2 mL), loaded onto Varian™ Si column, eluted off using ethyl acetate/methanol=2/1 (6 mL), and concentrated. The residue was dissolved in methanol (1 mL) and 4 N HCl in dioxane (0.50 mL) was added. The solution was stirred at room temperature overnight and concentrated. The residue was dissolved in methanol, loaded onto Varian™ SCX column, washed with CH3OH (5 mL×2), and eluted off using 2 N NH3 in CH3OH (5 mL). Concentration afforded 4-[{N-(2-amino-4,5-difluorobenzoyl)glycyl}aminomethyl]-1-(4-methyl-3-nitrobenzyl)piperidine.