title: Solvent-free synthesis of novel steroidal 2-aminopyridines.
abstract: The synthesis of novel steroidal 3-cyano-2-aminopyridines using enaminonitrile and various primary amines was established under solvent-free condition. Structures of the new compounds were characterized by MS,1H and13C NMR data and the structure of 2-aminopyridine of the product 5b was further confirmed by X-ray analysis. The reaction mechanism was proposed on the basis of the key intermediate obtained. The adjacent amine and nitrile groups existed in the final products have the potential for late stage functionalization, which would provide efficient access to steroidal compound collections with structural diversity and complexity.
authors.affiliation: School of Pharmaceutical Sciences of Zhengzhou University and Collaborative Innovation Center of New Drug Research and Safety Evaluation, Henan Province, No. 100, KeXue DaDao, Zhengzhou 450001, PR China; College of Chemistry and Chemical Engineering, Xuchang University, Xuchang, Henan Province 461000, PR China.
authors.forename: Yan-Ling
authors.initials: YL
authors.lastname: Zhang
authors.affiliation: School of Pharmaceutical Sciences of Zhengzhou University and Collaborative Innovation Center of New Drug Research and Safety Evaluation, Henan Province, No. 100, KeXue DaDao, Zhengzhou 450001, PR China.
authors.forename: Ya-Fei
authors.initials: YF
authors.lastname: Li
authors.affiliation: School of Pharmaceutical Sciences of Zhengzhou University and Collaborative Innovation Center of New Drug Research and Safety Evaluation, Henan Province, No. 100, KeXue DaDao, Zhengzhou 450001, PR China.
authors.forename: Xiao-Li
authors.initials: XL
authors.lastname: Shi
authors.affiliation: School of Pharmaceutical Sciences of Zhengzhou University and Collaborative Innovation Center of New Drug Research and Safety Evaluation, Henan Province, No. 100, KeXue DaDao, Zhengzhou 450001, PR China.
authors.forename: Bin
authors.initials: B
authors.lastname: Yu
authors.affiliation: School of Pharmaceutical Sciences of Zhengzhou University and Collaborative Innovation Center of New Drug Research and Safety Evaluation, Henan Province, No. 100, KeXue DaDao, Zhengzhou 450001, PR China.
authors.forename: Yun-Kai
authors.initials: YK
authors.lastname: Shi
authors.affiliation: School of Pharmaceutical Sciences of Zhengzhou University and Collaborative Innovation Center of New Drug Research and Safety Evaluation, Henan Province, No. 100, KeXue DaDao, Zhengzhou 450001, PR China. Electronic address: liuhm@zzu.edu.cn.
authors.forename: Hong-Min
authors.initials: HM
authors.lastname: Liu
mesh_terms: D000631:Aminopyridines / Q000138:chemical synthesis* / Q000737:chemistry*; D018360:Crystallography, X-Ray; D006574:Heterocyclic Compounds, 2-Ring / Q000138:chemical synthesis / Q000737:chemistry; D015394:Molecular Structure; D009570:Nitriles / Q000138:chemical synthesis / Q000737:chemistry; D012997:Solvents / Q000737:chemistry*; D013256:Steroids / Q000138:chemical synthesis* / Q000737:chemistry*
chemical_list: D000631:Aminopyridines; D006574:Heterocyclic Compounds, 2-Ring; D009570:Nitriles; D012997:Solvents; D013256:Steroids; C547711:enaminonitrile; C032439:alpha-aminopyridine
keywords: Enaminonitrile; Solvent-free; Steroidal pyridines; Synthesis