5174-96-9Relevant academic research and scientific papers
Transition metal-free α-methylation of 1,8-naphthyridine derivatives using DMSO as methylation reagent
Jiang, Shaohua,Yang, Zhihai,Guo, Ziyin,Li, Yibiao,Chen, Lu,Zhu, Zhongzhi,Chen, Xiuwen
supporting information, p. 7416 - 7424 (2019/08/15)
A practical approach to the direct α-methylation of 1,8-naphthyridines under mild reaction conditions has been developed using simple and readily available DMSO as a convenient and environmentally friendly carbon source. This method is transition metal-free and highly chemoselective, shows good functional group tolerance, and uses DMSO as a methyl source, providing efficient and rapid access to an important compound class, 2-methyl-1,8-naphthyridines.
2-methyl-1,8-naphthyridine compound and preparation method and application thereof
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Paragraph 0075-0085, (2019/10/05)
The invention relates to the technical field of synthesis, in particular relates to a 2-methyl-1,8-naphthyridine compound, and relates to a preparation method and application thereof. The 2-methyl-1,8-naphthyridine compound has a structure represented by
A four-hydrogenated 1, 8 - naphthyridine apperception composition preparation method and its prepared chiral products
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Paragraph 0206; 0207; 0209; 0224; 0225; 0226, (2018/03/26)
The invention discloses a preparation method of a tetrahydro 1, 8-naphthyridine compound. The preparation method comprises the following steps: under the existence of a chiral catalyst, enabling a compound with the structure shown in the formula (1) (in the description) and hydrogen to be subjected to addition reaction, wherein the chiral catalyst is a coordination compound with the structure shown in the formula (2) (in the description). The invention further provides a chiral product of the tetrahydro 1, 8-naphthyridine compound, prepared through the preparation method. According to the invention, the proper compound with the structure shown in the formula (1) (in the description) is used as a substrate, and the proper coordination compound with the structure shown in the formula (2) (in the description) is used as the chiral catalyst to perform selective hydrogenation reduction on 1, 8-naphthyridine compound with the structure shown in the formula (1) by adopting hydrogen, so that the chiral product of the tetrahydro 1, 8-naphthyridine compound is prepared with low cost. The chiral product of the tetrahydro 1, 8-naphthyridine compound can be used as a biologically active compound and a structural building block of a chiral drug.
Borane-catalyzed metal-free hydrogenation of 2,7-disubstituted 1,8-naphthyridines
Wang, Wei,Feng, Xiangqing,Du, Haifeng
supporting information, p. 6683 - 6686 (2016/07/21)
Metal-free hydrogenation of 2,7-disubstituted 1,8-naphthyridines was successfully realized for the first time using in situ generated borane catalysts under mild conditions to furnish 1,2,3,4-tetrahydro-1,8-naphthyridine derivatives in 83-98% yields. Significantly, up to 74% ee was achieved for the corresponding asymmetric hydrogenation reactions.
Ruthenium-Catalyzed Enantioselective Hydrogenation of 1,8-Naphthyridine Derivatives
Ma, Wenpeng,Chen, Fei,Liu, Youran,He, Yan-Mei,Fan, Qing-Hua
supporting information, p. 2730 - 2733 (2016/06/15)
The first asymmetric hydrogenation of 2,7-disubstituted 1,8-naphthyridines catalyzed by chiral cationic ruthenium diamine complexes has been developed. A wide range of 1,8-naphthyridine derivatives were effectively hydrogenated to give 1,2,3,4-tetrahydro-1,8-naphthyridines with up to 99% ee and full conversions. The method provides a practical and facile approach to the preparation of valuable chiral heterocyclic building blocks and useful motifs for a new kind of P,N-ligand.
Synthesis and SAR comparison of regioisomeric aryl naphthyridines as potent mGlu5 receptor antagonists
Galatsis, Paul,Yamagata, Koji,Wendt, John A.,Connolly, Cleo J.,Mickelson, John W.,Milbank, Jared B.J.,Bove, Susan E.,Knauer, Christopher S.,Brooker, Rachel M.,Augelli-Szafran, Corinne E.,Schwarz, Roy D.,Kinsora, Jack J.,Kilgore, Kenneth S.
, p. 6525 - 6528 (2008/03/18)
We describe three novel regioisomeric series of aryl naphthyridine analogs, which are potent antagonists of the Class III GPCR mGlu5 receptor. The synthesis and in vitro and in vivo pharmacological activities of these analogs are discussed.
