54167-76-9Relevant academic research and scientific papers
Exploration of versatile reactions on 2-chloro-3-nitroimidazo[1,2-a] pyridine: Expanding structural diversity of C2- and C3-functionalized imidazo[1,2-a]pyridines
Bazin, Marc-Antoine,Marhadour, Sophie,Tonnerre, Alain,Marchand, Pascal
, p. 5378 - 5382 (2013/09/12)
Alternative strategies for functionalizing 2-chloro-3-nitroimidazo[1,2-a] pyridine have been developed. Suzuki-Miyaura cross-coupling reaction provided easily the corresponding 2-arylated compounds, and herefrom the nitro group was reduced into amine which afforded amides, anilines, and ureas in the 3-position. The amination of the key compound using a metal-catalyzed reaction was reported. This study highlighted the importance of the nitro group to facilitate the chlorine displacement. Other nucleophilic aromatic substitutions open a route to various products derived from imidazo[1,2-a]pyridine.
Imidazo[l,2-b]pyridazines. XXIII Some 5-Deaza Analogues. Syntheses of Some 2- Aryl-6-(chloro, methoxy or unsubstituted)-3-(variously substituted)imidazo[l,2-a]pyridines and Their Affinity for Central and Mitochondrial Benzodiazepine Receptors
Schmitt, Martine,Bourguignon, Jean-Jacques,Barlin, Gordon B.,Davies, Les P.
, p. 719 - 725 (2007/10/03)
The syntheses of ethyl {2′-aryl-6′-(chloro, methoxy and unsubstituted)imidazo[l,2-a]pyridin-3′-yl}-2-(acylamino, acetoxy and hydroxy)acetates, 3-benzamidomethyl-2-benzoyl-6-(chloro and methoxy)imidazo[l,2-a]pyridines, 3-amino-6-chloro-2-phenylimidazo[l,2-a]pyridine and ethyl 2-(2′-phenylimidazo[l,2-a]pyridin-3′-yl)acetate are reported. The ability of these compounds to displace [3H]diazepam from central and mitochondrial (peripheral-type) benzodiazepine receptors has been examined. Ethyl 2-benzamido-2-{6′-chloro-2′-(4″-chlorophenyl)imidazo[l,2-a] pyridin-3′-yl}acetate (21) was selective for peripheral-type receptors (IC50 13 nM) but none bound strongly to central receptors.
EFFECTIVE STRATEGY FOR THE SYNTHESIS OF PYRIDOIMIDAZOISOQUINOLINE SYSTEM
Chavignon, Olivier,Raihane, Mohamed,Deplat, Patricia,Chabard, Jean Louis,Gueiffier, Alain,et al.
, p. 2019 - 2026 (2007/10/03)
Annulation of 3-aceta(benza)mido-2-phenylimidazopyridines (2a,b) by phosphorus oxychloride results in the formation of pyridoimidazoisoquinolines (3a,b) as potent antileukemic structures.An alternative route for obtaining the isoquinoline framework was centered on the aza-Wittig reaction of iminophosphorane (4) with different isocyanates.
