- NOVEL ANTIVIRAL COMPOUNDS
-
The present invention relates to a compound of formula I: or a pharmaceutically acceptable salt thereof, wherein the symbols are as defined in the specification; a pharmaceutical composition comprising the same, a method for treating or preventing a viral infection such as HIV using the same.
- -
-
Page/Page column 126
(2012/05/31)
-
- Rapid preparation of triazolyl substituted NH-heterocyclic kinase inhibitors via one-pot Sonogashira coupling-TMS-deprotection-CuAAC sequence
-
The one-pot, three-component Sonogashira coupling-TMS-deprotection-CuAAC ("click") sequence is the key reaction for the rapid synthesis of triazolyl substituted N-Boc protected NH-heterocycles, such as indole, indazole, 4-, 5-, 6-, and 7-azaindoles, 4,7-diazaindole, 7-deazapurines, pyrrole, pyrazole, and imidazole. Subsequently, the protective group was readily removed to give the corresponding triazolyl derivatives of these tremendously important NH-heterocycles. All compounds have been tested in a broad panel of kinase assays. Several compounds, 8f, 8h, 8k, and 8l, have been shown to inhibit the kinase PDK1, a target with high oncology relevance, and thus they are promising lead structures for the development of more active derivatives. The X-ray structure analysis of compound 8f in complex with PDK1 has revealed the detailed binding mode of the molecule in the kinase. The Royal Society of Chemistry 2011.
- Merkul, Eugen,Klukas, Fabian,Dorsch, Dieter,Graedler, Ulrich,Greiner, Hartmut E.,Mueller, Thomas J. J.
-
supporting information; experimental part
p. 5129 - 5136
(2011/09/13)
-
- Application of selective palladium-mediated functionalization of the pyrido[3′,2′:4,5]pyrrolo[1,2-c]pyrimidine heterocyclic system for the total synthesis of variolin B and deoxyvariolin B
-
The reaction of protected 3-bromo-2-(bromomethyl)-4-methoxypyrrolo[2,3-b] pyridine and tosylmethyl isocyanide (TosMIC) afforded a pyrido[3′, 2′:4,5]pyrrolo[1,2-c]pyrimidine derivative in good yield. This compound was transformed through installation of the pyrimidine moiety in the C5 position, hydrolysis, and decarboxylation in an advanced intermediate for the total or formal synthesis of the naturalalkaloid variolin B. Reaction of 3-bromo-2-(bromomethyl)-4-chloropyrrolo[2,3-b]pyridine with N-tosylmethyl dichloroformimide as a synthetic TosMIC equivalent afforded trihalo-substituted pyrido[3′,2′:4,5]pyrrolo[1,2-c]pyrimidine. This compound was used in a new total synthesis of the alkaloid variolin B by selective and sequential C-N, C-C, and C-O palladium-mediated functionalization at the C9, C5, and C4 positions of the pyrido[3′,2′:4,5]pyrrolo[1,2-c]pyrimidine system. A formal synthesis of deoxyvariolin B is also described by using the same synthetic strategy. A new synthesis for deoxyvariolin B and the natural product variolin B was achieved by selective and sequential palladium-mediated functionalization of di- or trihalo-substituted pyrido[3′,2′:4,5] pyrrolo[1,2-c]pyrimidine.
- Baeza, Alejandro,Mendiola, Javier,Burgos, Carolina,Alvarez-Builla, Julio,Vaquero, Juan J.
-
experimental part
p. 5607 - 5618
(2010/12/25)
-