Reaktionsgleichung
C(N(CC)CC)C.[C:8]([C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1)#[CH:9].[CH2:16]([O:18][C:19]([C:21]1[N:22]([CH3:28])[C:23](Br)=[N:24][C:25]=1[CH3:26])=[O:20])[CH3:17].CC#N>CN(C=O)C.C(O)(C(F)(F)F)=O>[CH2:16]([O:18][C:19]([C:21]1[N:22]([CH3:28])[C:23]([C:9]#[C:8][C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=2)=[N:24][C:25]=1[CH3:26])=[O:20])[CH3:17]Komponenten
7
Edukt 4
Produkt 1
Reagenzien, Katalysatoren, Lösungsmittel 2
Reaktionsbedingungen
- Temperatur
- 90 °C
Versuchsvorschrift
In analogy to the method as described in Chem. Pharm. Bull. 1987, 35(2), 823-828, 17.5 mg (0.025 mmol) bis-(triphenylphosphine)-palladium-II-chloride, 2.9 mg (0.015 mmol) cuprous iodide, 60.5 mg (0.6 mmol) triethylamine, 32.4 mg (0.3 mmol) ethynylbenzene and 61.8 mg (0.25 mmol) 2-bromo-3,5-dimethyl-3H-imidazole-4-carboxylic acid ethyl ester are dissolved in 1 ml DMF and shaken for 3 h at 90° C. The title compound (19.3 mg, 29%, MS: m/e=269.3, [M+H+]) was isolated from the reaction mixture by HPLC chromatography (YMC CombiPrep C18 column 50×20 mm, solvent gradient 10-95% CH3CN in 0.1 % TFA(aq) over 6.0 min, λ=230 nm, flow rate 40 ml/min).
Quellen und Nachweise
- ORD-Eintrag
- ord-47219f08aa5c4ac497f38e43054e7af5
- Quelldatensatz
- uspto-grants-2004_03
- Patentnummer
- US06706707B2
Verknüpfte Notizen
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