147503-82-0Relevant articles and documents
Azaindole hydroxamic acids are potent HIV-1 integrase inhibitors
Plewe, Michael B.,Butler, Scott L.,Dress, Klaus R.,Hu, Qiyue,Johnson, Ted W.,Kuehler, Jon E.,Kuki, Atsuo,Lam, Hieu,Liu, Wen,Nowlin, Dawn,Peng, Qinghai,Rahavendran, Sadayappan V.,Tanis, Steven P.,Tran, Khanh T.,Wang, Hai,Yang, Anle,Zhang, Junhu
experimental part, p. 7211 - 7219 (2010/06/13)
HIV-1 integrase (IN) is one of three enzymes encoded by the HIV genome and is essential for viral replication. Recently, HIV-1 IN inhibitors have emerged as a new promising class of therapeutics. Herein, we report the discovery of azaindole carboxylic aci
A practical synthesis of 1H-pyrrolo[2,3-c]pyridine-5-carboxylic acid derivatives from pyrrole-2-carboxaldehydes
Dekhane, Mouloud,Potier, Pierre,Dodd, Robert H.
, p. 8139 - 8146 (2007/10/02)
As part of a study concerning benzodiazepine receptor-ligand interactions, an efficient synthesis of 1H-pyrrolo[2,3-c]pyridine-5-carboxylates (i.e., 6-azaindole-5-carboxylates, 2), structurally related to the highly active β-carboline-3-carboxylates (1), was developed. Thus, condensation of 1-(p-toluenesulfonyl)pyrrole-2-carboxaldehyde (4) and ethyl α-amino-β,β-diethoxypropionate (6) followed by reduction of the resulting imine bond gave the amino intermediate 13 which cyclized cleanly in the presence of titanium (IV) chloride to furnish, after detosylation, 2b in preparatively useful yields. This route is potentially applicable to the preparation of multiply-substituted 6-azaindole derivatives.
