Water → N,8-dibenzyl-N-(1-methylethyl)-6,7,8,9-tetrahydropyrazino[2,3-f][1,4]oxazepin-3-amine
Reaktionsgleichung
[CH2:1]([N:8]([CH2:12][C:13]1[C:18](Cl)=[N:17][C:16]([N:20]([CH2:24][C:25]2[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=2)[CH:21]([CH3:23])[CH3:22])=[CH:15][N:14]=1)[CH2:9][CH2:10][OH:11])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.CC(C)([O-])C.[K+].O>CN(C=O)C>[CH2:24]([N:20]([CH:21]([CH3:23])[CH3:22])[C:16]1[CH:15]=[N:14][C:13]2[CH2:12][N:8]([CH2:1][C:2]3[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=3)[CH2:9][CH2:10][O:11][C:18]=2[N:17]=1)[C:25]1[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=1Komponenten
5
Edukt 3
Produkt 1
Reagenzien, Katalysatoren, Lösungsmittel 1
Versuchsvorschrift
To a solution of 2-[benzyl({5-[benzyl(1-methylethyl)amino]-3-chloropyrazin-2-yl}methyl)amino]ethanol (3.32 g) in DMF (12 mL) was added potassium tert-butoxide (1.05 g) at 0° C., and the mixture was stirred for 2 hr. Water (10 mL) was added, and the mixture was extracted with ethyl acetate. The aqueous layer was extracted again with ethyl acetate. The combined organic layer was washed with water and saturated brine, dried over magnesium sulfate, and concentrated. The residue was purified by silica gel column chromatography (solvent gradient: 10→30% ethyl acetate/hexane) to give the title compound (2.55 g, 84%) as a pale-yellow oil.
Aufarbeitung
- extractionthe mixture was extracted with ethyl acetate
- extractionThe aqueous layer was extracted again with ethyl acetate
- washThe combined organic layer was washed with water and saturated brine
- dry with materialdried over magnesium sulfate
- concentrationconcentrated
- customThe residue was purified by silica gel column chromatography (solvent gradient: 10→30% ethyl acetate/hexane)
Quellen und Nachweise
- ORD-Eintrag
- ord-0f064dc84ea3406390a96e3d59bea462
- Quelldatensatz
- uspto-grants-2015_08
- Patentnummer
- US09115139B2
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