Synthesis, Crystal Structure and Inhibitory Activities of 2-(N-Tert-Butoxycarbonylamino)Pyridine Derivatives

2-(N-tert-butoxycarbonylamino) pyridine and 2-(N-tert-butoxycarbonylamino)-3-methylpyridine were synthesized in a one-step method using either 2-aminopyridine or 2-amino-3-methyphyridine with tert-butylcarbonyl anhydride as the starting materials. The products were characterized by single-crystal X-...

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Bibliographic Details
Published in:Journal of chemical crystallography 2021-06, Vol.51 (2), p.155-160
Main Authors: Shi, Yun-Lian, Nie, Xu-Liang, Huang, Tao, Shi, Ming-Zhu, Peng, Da-Yong, Ren, Xue-Xiang, Shi, Xu-Gen, Zhao, Ming-Yu, Li, Bao-Tong
Format: Article
Language:English
Subjects:
Biological activity
Chemistry
Chemistry and Materials Science
Crystal structure
Crystallography and Scattering Methods
Crystals
Inorganic Chemistry
NMR
Nuclear magnetic resonance
Organometallic Chemistry
Original Paper
Physical Chemistry
Single crystals
Synthesis
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Summary:2-(N-tert-butoxycarbonylamino) pyridine and 2-(N-tert-butoxycarbonylamino)-3-methylpyridine were synthesized in a one-step method using either 2-aminopyridine or 2-amino-3-methyphyridine with tert-butylcarbonyl anhydride as the starting materials. The products were characterized by single-crystal X-ray diffraction, 1 H NMR, 13 C NMR, and HRMS. The biological activity of the two compounds against five fungi was determined. 2-(N-tert-butoxycarbonylamino) pyridine has more than 50% inhibitory activity against Pyricularia oryzae , Colletotrichum gloeosporioides , and Alternaria alternate. In addition, the inhibitory activity of 2-(N-tert-butoxycarbonylamino)-3-methylpyridine against Alternaria alternate reached 67.69%. Graphic Abstract Two 2-BOC aminopyridine derivatives were synthesized and structurally characterized by 1 H NMR, 13 C NMR, HRMS analysis and X-ray crystal diffraction. The inhibitory activity both compounds was studied.
ISSN:1074-1542
1572-8854
DOI:10.1007/s10870-020-00833-6