(3-Amino-2-benzylamino-6-trifluormethyl-pyridin-4-yl)-carbamic acid ethyl ester → 4-Benzylamino-6-trifluoromethyl-1,3-dihydro-imidazo(4,5-c)pyridine-2-one
Reaktionsgleichung
C([O:3][C:4](=O)[NH:5][C:6]1[CH:11]=[C:10]([C:12]([F:15])([F:14])[F:13])[N:9]=[C:8]([NH:16][CH2:17][C:18]2[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=2)[C:7]=1[NH2:24])C>C(O)(=O)C>[CH2:17]([NH:16][C:8]1[C:7]2[NH:24][C:4](=[O:3])[NH:5][C:6]=2[CH:11]=[C:10]([C:12]([F:15])([F:14])[F:13])[N:9]=1)[C:18]1[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1Komponenten
3
Edukt 1
Produkt 1
Reagenzien, Katalysatoren, Lösungsmittel 1
Reaktionsbedingungen
- Temperatur
- 80 °C
Versuchsvorschrift
(3-amino-2-benzylamino-6-trifluormethyl-pyridin-4-yl)-carbamic acid ethyl ester (88 mg, 0.25 mmol) was dissolved in 5 mL of acetic acid and the reaction mixture was stirred at 80° C. overnight. The solvent was removed and the gum was partitioned in water/ethyl acetate. The organic layer was isolated, dried over MgSO4, the solvent was removed in vacuo and purified by column chromatography on silica eluting with a gradient of 1% to 5% of methanol in ethyl acetate to give 37 mg of the title compound as a colourless gum.
Aufarbeitung
- customThe solvent was removed
- customthe gum was partitioned in water/ethyl acetate
- customThe organic layer was isolated
- dry with materialdried over MgSO4
- customthe solvent was removed in vacuo
- custompurified by column chromatography on silica eluting with a gradient of 1% to 5% of methanol in ethyl acetate
Quellen und Nachweise
- ORD-Eintrag
- ord-22f43b8b151f45279b93b5529ce0ad53
- Quelldatensatz
- uspto-grants-2010_04
- Patentnummer
- US07691877B2
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