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Pyrimidine and Pyrazole Linked Azetidin‐2‐ones: Entry to Novel Class of β‐Lactam Heterocycles
Author(s) -
Bhalla Jitender,
Bari Shamsher S.,
Rathee Aditi,
Kumar Ashok,
Bhalla Aman
Publication year - 2017
Publication title -
journal of heterocyclic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.321
H-Index - 59
eISSN - 1943-5193
pISSN - 0022-152X
DOI - 10.1002/jhet.2817
Subject(s) - chemistry , tautomer , pyrazole , pyrimidine , nuclear magnetic resonance spectroscopy , elemental analysis , mass spectrometry , spectroscopy , lactam , proton nmr , stereochemistry , combinatorial chemistry , computational chemistry , organic chemistry , chromatography , physics , quantum mechanics
A novel series of pyrimidine/pyrazole linked β‐lactams have been synthesized in excellent yields using a simple and efficient methodology involving conjunction of different heterocyclic substrates. All the new products were characterized on the basis of various spectroscopic techniques viz. FT‐IR, 1 H NMR, 13 C NMR, elemental analysis (CHN), 1 H‐ 1 H correlation spectroscopy ( 1 H‐ 1 H COSY) and mass spectrometry (EIMS) in representative cases. Furthermore, theoretical calculations have also been performed on representative compounds and the results were compared with C efuroxime axetil (a broad spectrum antibacterial agent). The phenomenon of tautomerism was also observed which was confirmed by different NMR experiments (D 2 O exchange study and 1 H‐ 1 H correlation spectroscopy).