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Synthesis and Application of Imidazolium-Based Ionic Liquid Supported on Hydroxyapatite Encapsulated γ-Fe2O3 Nanocatalyst in Preparation of Pyrido[2,3-d]Pyrimidines

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Version 2 2021-10-14, 12:00
Version 1 2019-12-23, 12:49
journal contribution
posted on 2021-10-14, 12:00 authored by Forough Ramezanzadeh, Manouchehr Mamaghani, Hossein Fallah-Bagher Shaidaei, Mehdi Sheykhan

Synthesis of novel 2-amino-5-aryl-7-(1-methyl-1H-pyrrol-2-yl)-4-oxo-3,4,5,8-tetrahydro-pyrido[2,3-d]pyrimidine-6-carbonitrile derivatives is reported by the reaction of 2,6-diaminopyrimidin-4(3H)-one, 3-(1-methy-1H-pyrrol-2-yl)-3-oxopropane nitrile and aryl aldehydes in the presence of newly synthesized imidazolium based ionic liquid supported on hydroxyapatite encapsulated γ-Fe2O3 nanocatalyst [γ-Fe2O3@HAp-Si(CH2)3Cl@DMIM] in short reaction times (7-13 min) and high to excellent yields (80%–95%). Cleaner reaction profile, mild reaction conditions, use of the green solvent and reusability of the catalyst, make this protocol attractive for the large scale synthesis of pyrido[2,3-d]pyrimidine-6-carbonitrile derivatives and is amenable for iterative combinatorial library generation. The synthesized nanoparticles were characterized by Fourier transform infrared spectroscopy, X-ray diffraction, scanning electron microscope, energy dispersive analysis of X-rays, thermogravimetric analysis, differential thermogravimetric and vibrating sample magnetometer.

A novel imidazolium based ionic liquids supported on hydroxyapatite encapsulated γ-Fe2O3 nanocatalyst [γ-Fe2O3@HAp-Si(CH2)3Cl@DMIM] was synthesized and used in a practical and efficient synthesis of new 2-amino-5-aryl-7-(1-methyl-1H-pyrrol-2-yl)-4-oxo-3,4,5,8-tetrahydro-pyrido[2,3-d]pyrimidine-6-carbonitrile derivatives.

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