40851-92-1Relevant articles and documents
Access to 2-pyridinylamide and imidazopyridine from 2-fluoropyridine and amidine hydrochloride
Chen, Lu,Huang, Shuo,Ji, Xiaoliang,Li, Jiaming,Li, Jian,Li, Yibiao,Liu, Jiasheng,Peng, Shiyong,Zhang, Kun
supporting information, p. 9292 - 9299 (2020/12/03)
Under catalyst-free conditions, an efficient method to synthesize 2-pyridinylamides has been developed, and the protocol uses inexpensive and readily available 2-fluoropyridine and amidine derivatives as the starting materials. Simultaneously, the copper-catalysed approach to imidazopyridine derivatives has been established with high chemoselectivity and regiospecificity. The results suggest that the nitrogen-heterocycles containing iodide substituents can also be compatible for the reaction via the cascade Ullmann-type coupling, and the nucleophilic substitution reaction provides the target products in a one-pot manner.
SYNTHESIS OF SOME 1-ALKYL-1,4-DIHYDRO-4-OXO-1,7-NAPHTHYRIDINE-3-CARBOXYLIC ACIDS
Radl, Stanislav,Hradil, Pavel
, p. 2420 - 2429 (2007/10/02)
Reaction of substituted 2-aminopyridines IIIa, IIIb, IIIe, and IIIf with ethyl ethoxymethylene malonate provided corresponding pyridylaminomethylenemalonates Va-Vd, respectively.Thermal cyclization of Va, Vc, and Vd yielded substituted ethyl 4-hydroxy-1,7-naphthyridine-3-carboxylates VIa, VIc, and VId.Compounds VIc and VId treated with morpholine have 8-morpholino derivatives VIe and VIf.These compounds were ethylated to mixtures of N-ethylated (VIIa, VIIb) and O-ethylated products (VIIIa, VIIIb).Compound VIIIb was also prepared from ethyl 4-chloro-6-fluoro-8-morpholino-1,7-naphthyridine-3-carboxylate VIIIc and sodium ethanolate.Esters VIIa and VIIb were hydrolyzed under acidic conditions to the respective acids VIIc and VIId.