Hydrogen chloride-ethyl acetate → N-[(1S)-2-({1-[5-(cyclobutylmethoxy)-1,3-benzoxazol-2-yl]piperidin-4-yl}oxy)-1-methylethyl]acetamide
Reaktionsgleichung
[CH:1]1([CH2:5][O:6][C:7]2[CH:8]=[CH:9][C:10]3[O:14][C:13]([N:15]4[CH2:20][CH2:19][CH:18]([O:21][CH2:22][C@@H:23]([NH:25][C:26](=[O:32])OC(C)(C)C)[CH3:24])[CH2:17][CH2:16]4)=[N:12][C:11]=3[CH:33]=2)[CH2:4][CH2:3][CH2:2]1.Cl.[C:35](OCC)(=O)C>>[CH:1]1([CH2:5][O:6][C:7]2[CH:8]=[CH:9][C:10]3[O:14][C:13]([N:15]4[CH2:16][CH2:17][CH:18]([O:21][CH2:22][C@@H:23]([NH:25][C:26](=[O:32])[CH3:35])[CH3:24])[CH2:19][CH2:20]4)=[N:12][C:11]=3[CH:33]=2)[CH2:2][CH2:3][CH2:4]1Komponenten
3
Versuchsvorschrift
To tert-butyl [(1S)-2-({1-[5-(cyclobutylmethoxy)-1,3-benzoxazol-2-yl]piperidin-4-yl}oxy)-1-methylethyl]carbamate (380 mg) was added 4M hydrogen chloride/ethyl acetate (5 mL), and the mixture was stirred at room temperature for 15 min and concentrated. Pyridine (5 mL) and acetic anhydride (5 mL) were added to the residue, and the mixture was stirred at room temperature for 10 min. After concentration, the residue was purified by silica gel chromatography (NH, hexane/ethyl acetate), and the obtained solid was washed with diethyl ether to give the title compound (158 mg).
Aufarbeitung
- concentrationconcentrated
- additionPyridine (5 mL) and acetic anhydride (5 mL) were added to the residue
- stirringthe mixture was stirred at room temperature for 10 min
- concentrationAfter concentration
- customthe residue was purified by silica gel chromatography (NH, hexane/ethyl acetate)
- washthe obtained solid was washed with diethyl ether
Quellen und Nachweise
- ORD-Eintrag
- ord-041e242e995344288e2e3ce6cafba9cc
- Quelldatensatz
- uspto-grants-2014_04
- Patentnummer
- US08703758B2
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