Acetic Anhydride → N-(6-(2-chlorophenyl)-5-(4-chlorophenyl)-2-(2-hydroxy-2-methylpropanoyl)furo[2,3-b]pyridin-3-yl)acetamide
Reaktionsgleichung
[NH2:1][C:2]1[C:10]2[C:5](=[N:6][C:7]([C:18]3[CH:23]=[CH:22][CH:21]=[CH:20][C:19]=3[Cl:24])=[C:8]([C:11]3[CH:16]=[CH:15][C:14]([Cl:17])=[CH:13][CH:12]=3)[CH:9]=2)[O:4][C:3]=1[C:25](=[O:30])[C:26]([OH:29])([CH3:28])[CH3:27].[C:31](OC(=O)C)(=[O:33])[CH3:32]>C(O)(=O)C>[Cl:24][C:19]1[CH:20]=[CH:21][CH:22]=[CH:23][C:18]=1[C:7]1[N:6]=[C:5]2[O:4][C:3]([C:25](=[O:30])[C:26]([OH:29])([CH3:27])[CH3:28])=[C:2]([NH:1][C:31](=[O:33])[CH3:32])[C:10]2=[CH:9][C:8]=1[C:11]1[CH:16]=[CH:15][C:14]([Cl:17])=[CH:13][CH:12]=1Komponenten
4
Edukt 2
Produkt 1
Reagenzien, Katalysatoren, Lösungsmittel 1
Reaktionsbedingungen
- Temperatur
- 85 °C
Versuchsvorschrift
The product of Example 100 (0.200 g), acetic anhydride (1.25 mL) and acetic acid (0.25 mL) were combined and then heated to 85° C. After 3 h the reaction was concentrated and the residue was dissolved in dichloromethane and washed twice with aqueous sodium bicarbonate. The solution was then concentrated and the residue was purified via flash chromatography on silica gel with gradient elution of 0–60% ethyl acetate in hexanes affording the title compound. HPLC/MS: 483.0 (M+1), 484.8 (M+3); Rt=3.95-min.
Aufarbeitung
- concentrationAfter 3 h the reaction was concentrated
- dissolutionthe residue was dissolved in dichloromethane
- washwashed twice with aqueous sodium bicarbonate
- concentrationThe solution was then concentrated
- customthe residue was purified via flash chromatography on silica gel with gradient elution of 0–60% ethyl acetate in hexanes affording the title compound
Quellen und Nachweise
- ORD-Eintrag
- ord-e1aac933471c4119887b78fda5452eab
- Quelldatensatz
- uspto-grants-2006_08
- Patentnummer
- US07091216B2
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