{3-[(Cyclopentylmethyl)(ethyl)amino]-6-methoxypyridin-2-yl}methanol → 3-[(Cyclopentylmethyl)(ethyl)amino]-6-methoxypicolinaldehyde
Reaktionsgleichung
[CH:1]1([CH2:6][N:7]([CH2:18][CH3:19])[C:8]2[C:9]([CH2:16][OH:17])=[N:10][C:11]([O:14][CH3:15])=[CH:12][CH:13]=2)[CH2:5][CH2:4][CH2:3][CH2:2]1>C(Cl)(Cl)Cl.[O-2].[O-2].[Mn+4]>[CH:1]1([CH2:6][N:7]([CH2:18][CH3:19])[C:8]2[C:9]([CH:16]=[O:17])=[N:10][C:11]([O:14][CH3:15])=[CH:12][CH:13]=2)[CH2:2][CH2:3][CH2:4][CH2:5]1Komponenten
Edukt 1
Produkt 1
Reagenzien, Katalysatoren, Lösungsmittel 2
Reaktionsbedingungen
- Temperatur
- 55 °C
Versuchsvorschrift
A solution of {3-[(cyclopentylmethyl)(ethyl)amino]-6-methoxypyridin-2-yl}methanol (2.0 g, 7.57 mmol) in chloroform (200 mL) was added with manganese dioxide (20 g, 230 mmol), and the mixture was stirred at 55° C. for 16 hours. The reaction mixture was filtered through Celite, and the filtrate was washed with chloroform, and then concentrated under reduced pressure. The resulting residue was added with chloroform (200 mL) and manganese dioxide (20 g, 230 mmol), and the mixture was stirred at 55° C. for 6 hours. The reaction mixture was filtered through Celite, and the filtrate was washed with chloroform, and then concentrated under reduced pressure to obtain 3-[(cyclopentylmethyl)(ethyl)amino]-6-methoxypicolinaldehyde (1.68 g, 85%) as pale yellow oil.
Aufarbeitung
- filtrationThe reaction mixture was filtered through Celite
- washthe filtrate was washed with chloroform
- concentrationconcentrated under reduced pressure
- stirringthe mixture was stirred at 55° C. for 6 hours
- filtrationThe reaction mixture was filtered through Celite
- washthe filtrate was washed with chloroform
- concentrationconcentrated under reduced pressure
Quellen und Nachweise
- ORD-Eintrag
- ord-15d97ace52534fe782c3b1287843c509
- Quelldatensatz
- uspto-grants-2011_09
- Patentnummer
- US08012989B2
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