1-Propanol → 2-Amino-5-(6-piperidin-1-ylpyridin-3-yl)thiophene-3-carboxamide
Reaktionsgleichung
[NH2:1][C:2]1[S:3][C:4]([C:9]2[CH:10]=[N:11][C:12]([N:15]3[CH2:20][CH2:19][CH2:18][CH2:17][CH2:16]3)=[CH:13][CH:14]=2)=[CH:5][C:6]=1[C:7]#[N:8].C([OH:24])CC.[OH-].[Na+]>C(OCC)(=O)C.C(=O)(O)[O-].[Na+]>[NH2:1][C:2]1[S:3][C:4]([C:9]2[CH:10]=[N:11][C:12]([N:15]3[CH2:20][CH2:19][CH2:18][CH2:17][CH2:16]3)=[CH:13][CH:14]=2)=[CH:5][C:6]=1[C:7]([NH2:8])=[O:24]Komponenten
6
Edukt 3
Produkt 1
Reagenzien, Katalysatoren, Lösungsmittel 2
Reaktionsbedingungen
- Temperatur
- 130 °C
Versuchsvorschrift
Into a microwave vial was added 2-amino-5-(6-piperidin-1-ylpyridin-3-yl)thiophene-3-carbonitrile (225 mg, 0.79 mmol), 1-propanol (6.2 ml), and 25% sodium hydroxide (1.8 ml) and the mixture was heated in the microwave to 130° C. for 30 min. The reaction mixture was diluted with ethyl acetate and sodium bicarbonate to neutralize, extracted with ethyl acetate (3×100 mL), dried over magnesium sulfate, filtered and the solvent was evaporated under reduced pressure. The residue was purified by column chromatography on silica gel, eluting with ethyl acetate/methanol to afford the title compound as a solid.
Aufarbeitung
- extractionextracted with ethyl acetate (3×100 mL)
- dry with materialdried over magnesium sulfate
- filtrationfiltered
- customthe solvent was evaporated under reduced pressure
- customThe residue was purified by column chromatography on silica gel
- washeluting with ethyl acetate/methanol
Quellen und Nachweise
- ORD-Eintrag
- ord-0cf307b4e07245a089331605fc50d76d
- Quelldatensatz
- uspto-grants-2013_02
- Patentnummer
- US08367706B2
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