A Facile Microwave‐Assisted “One‐Pot” Synthesis of Piperazino Pyrimidinyl Acetamides, a Class of Hybrid Bis Heterocycles and Their Structural Elucidation Using NMR Spectral Techniques

Kanagarajan, V.; How, Ghee Ang; Siu, Choon Ng; Gopalakrishnan, M.

doi:10.1002/jhet.1046

Journal of Heterocyclic Chem

2013

DOI: 10.1002/jhet.1046

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A Facile Microwave‐Assisted “One‐Pot” Synthesis of Piperazino Pyrimidinyl Acetamides, a Class of Hybrid Bis Heterocycles and Their Structural Elucidation Using NMR Spectral Techniques

V. Kanagarajan

Ghee Ang How

Choon Ng Siu

et al.

Abstract: An array of novel piperazino pyrimidinyl acetamides, a class of hybrid bis heterocycles are synthesized in “one‐pot” by microwave irradiation method catalyzed by heterogeneous NaHSO4.SiO2 catalyst in dry media and are characterized by melting point, elemental analysis, MS, FT‐IR, one‐dimensional NMR (1H and 13C) and two‐dimensional 1H‐1H COSY and 1H‐13C HSQC spectral data.

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Cited by 3 publications

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ChemInform Abstract: A Facile Microwave‐Assisted “One‐Pot” Synthesis of Piperazino Pyrimidinyl Acetamides, a Class of Hybrid Bis Heterocycles and Their Structural Elucidation Using NMR Spectral Techniques.

Kanagarajan

Ang

et al. 2013

ChemInform

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A Facile Microwave-Assisted "One-Pot" Synthesis of Piperazino Pyrimidinyl Acetamides, a Class of Hybrid Bis Heterocycles and Their Structural Elucidation Using NMR Spectral Techniques. -Title compounds of type (IV) are prepared. It is shown that the application of microwave irradiation gives considerably higher yields with shorter reaction times compared to conventional heating. -(KANAGARAJAN, V.; ANG, H. G.; NG, S. C.; GOPALAKRISHNAN*, M.; J. Heterocycl. Chem. 50 (2013) 2, 396-402, http://dx.

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ChemInform Abstract: A Facile Microwave‐Assisted “One‐Pot” Synthesis of Piperazino Pyrimidinyl Acetamides, a Class of Hybrid Bis Heterocycles and Their Structural Elucidation Using NMR Spectral Techniques.

Kanagarajan

Ang

et al. 2013

ChemInform

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Synthesis, Spectral Characterization, In silico Docking and ADME Prediction and Biological Evaluation of Novel Piperidin-4-one Derivatives

Ezhilarasi¹,

Gopalakrishnan

2023

LOC

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A novel series of 2, 6-diaryl-3-(4-methylpiperazin-1-yl) piperidin-4-one (2a-2f) derivatives were synthesized. All the synthesized compounds were characterized by FT-IR, NMR, Mass spectrum, and CHN analysis. NMR spectral analyses were performed unambiguously by their one-dimensional (1H NMR and 13C NMR) and two-dimensional (1H-1H COSY and 1H-13C HSQC) NMR. From the NMR spectral data, the compounds (2a-2f) were found to have normal chair conformation with an equatorial orientation of all the phenyl groups at C-2 and C-6 and the piperazine ring at C-3. The target compounds 2a-2f were subjected to insilico docking and ADME prediction. From the result of insilico docking study, compound 2d showed a good docking score (-8.2 kcal/mol) compared to the standard drug ciprofloxacin (-7.8 kcal/mol). The synthesized piperidine-4-one compounds (2a-2f) demonstrated good to moderate activity against gram-positive and gram-negative strains. From the result of insilico ADME prediction, most of the compound exhibited good drug score and good drug likeness property.

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Hyperactive Magnetically Separable Nano-sized MgFe2O4 Catalyst for the Synthesis of Several Five- and Six-Membered Heterocycles

Bansal¹,

Kumar²,

Das³

et al. 2019

ChChT

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MgFe 2 O 4 nanoparticle ferrites were synthesized by combustion technique using pure ferric nitrate and magnesium carbonate. The magnetically separable MgFe 2 O 4 MNP's were found to be hyper active catalyst for the synthesis of a wide range of biologically active five and six-membered heterocyclic moieties at refluxing conditions. Reaction times are lowest in comparison to all reported in literature with excellent yields. Strong electron pull of Fe 3+ is responsible for its hyper activity, which has been substantiated by substitution of Fe 3+ by other trivalent metal ions. Mg 2+ has a unique role because replacement of Mg 2+ has poor catalytic activity. The developed protocol has been efficiently utilized for the synthesis of a series of substituted mono/bis pyrimidines, pyrimidin-2-ol, pyrimidin-2-thiol, pyrazoles and isoxazoles by condensing monochalcones/1,4-bischalcones with various bis-nucleophiles in the presence of catalytic amount of heterogenous magnetic MgFe 2 O 4 nanoparticles. The structure of these synthesized compounds was determined by FTIR, 1 H, 13 C and mass spectra. The catalyst can be removed easily from reaction mixture by using a simple external magnet. Nanoparticles of ferrite were recovered and reused with no appreciable change in the activity even after the five runs. Nanoparticles are characterized by XRD, TEM and IR spectroscopy.

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A Facile Microwave‐Assisted “One‐Pot” Synthesis of Piperazino Pyrimidinyl Acetamides, a Class of Hybrid Bis Heterocycles and Their Structural Elucidation Using NMR Spectral Techniques

Cited by 3 publications

References 31 publications

ChemInform Abstract: A Facile Microwave‐Assisted “One‐Pot” Synthesis of Piperazino Pyrimidinyl Acetamides, a Class of Hybrid Bis Heterocycles and Their Structural Elucidation Using NMR Spectral Techniques.

ChemInform Abstract: A Facile Microwave‐Assisted “One‐Pot” Synthesis of Piperazino Pyrimidinyl Acetamides, a Class of Hybrid Bis Heterocycles and Their Structural Elucidation Using NMR Spectral Techniques.

Synthesis, Spectral Characterization, In silico Docking and ADME Prediction and Biological Evaluation of Novel Piperidin-4-one Derivatives

Hyperactive Magnetically Separable Nano-sized MgFe2O4 Catalyst for the Synthesis of Several Five- and Six-Membered Heterocycles

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