Cesium carbonate → methyl 4-(4-(4-cyclopropyl-1H-imidazol-1-yl)picolinamido)thiophene-2-carboxylate
Reaktionsgleichung
F[C:2]1[CH:7]=[CH:6][N:5]=[C:4]([C:8]([NH:10][C:11]2[CH:12]=[C:13]([C:16]([O:18][CH3:19])=[O:17])[S:14][CH:15]=2)=[O:9])[CH:3]=1.[CH:20]1([C:23]2[N:24]=[CH:25][NH:26][CH:27]=2)[CH2:22][CH2:21]1.C(=O)([O-])[O-].[Cs+].[Cs+]>C(#N)CCC>[CH:20]1([C:23]2[N:24]=[CH:25][N:26]([C:2]3[CH:7]=[CH:6][N:5]=[C:4]([C:8]([NH:10][C:11]4[CH:12]=[C:13]([C:16]([O:18][CH3:19])=[O:17])[S:14][CH:15]=4)=[O:9])[CH:3]=3)[CH:27]=2)[CH2:22][CH2:21]1Komponenten
5
Edukt 3
Produkt 1
Reagenzien, Katalysatoren, Lösungsmittel 1
Reaktionsbedingungen
- Temperatur
- 105 °C
Versuchsvorschrift
To a solution of methyl 4-(4-fluoropicolinamido)thiophene-2-carboxylate (400 mg, 1.4 mmol) in butyronitrile (5 mL), was added 4-cyclopropyl imidazole (310 mg, 2.9 mmol), and caesium carbonate (840 mg, 2.6 mmol) and the reaction was heated to 105° C. for 2 hours. The reaction was filtered and the solids were washed with acetonitrile, methylene chloride, and the filtrate was evaporated under reduced pressure. The residue was suspended in acetonitrile, and the solids were collected by filtration to provide 384 mg (73%) of methyl 4-(4-(4-cyclopropyl-1H-imidazol-1-yl)picolinamido)thiophene-2-carboxylate. M+1=369.1
Aufarbeitung
- filtrationThe reaction was filtered
- washthe solids were washed with acetonitrile, methylene chloride
- customthe filtrate was evaporated under reduced pressure
- filtrationthe solids were collected by filtration
Quellen und Nachweise
- ORD-Eintrag
- ord-d5ae6d386b634425979df1a41480ddef
- Quelldatensatz
- uspto-grants-2015_01
- Patentnummer
- US08927582B2
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