[EMIM] [OAc]: An Efficient Ionic Liquid Medium for the Synthesis of New 4-(furan/pyrrole/thiophene-2-yl)-3, 4-dihydro-1H-chromeno [4,3-d] pyrimidine-2,5-diones and Molecular Docking Studies

Title:[EMIM] [OAc]: An Efficient Ionic Liquid Medium for the Synthesis of New 4-(furan/pyrrole/thiophene-2-yl)-3, 4-dihydro-1H-chromeno [4,3-d] pyrimidine-2,5-diones and Molecular Docking Studies

Volume: 21 Issue: 11

Author(s): Siva Prakash Pullagura*, Arunkumar Thiriveedhi, Venkateswara Rao Battula, Raghunadh Akula, Ahil Sajeli Begum and Lakshmi Soukya Pulla Sai

Affiliation:

• Dr. Reddy’s Laboratories Limited, API plant, IDA Bollaram, Medak District, Hyderabad 500049, India
• Department Organic Chemistry & Chemistry of Foods, Drugs and Water Analysis, Andhra University, Visakhapatnam 500017, A.P., India

Abstract: An efficient synthesis of Chromeno[b]pyrimidine derivatives 4 has been achieved by treating 4-hydroxy-2H-chromen-2-one 1, furan-2-carbaldehyde / 1H-pyrrole-2-carbaldehyde/ thiophene-2- carbaldehyde 2, and urea/thiourea 3 at 65-70 °C for 90-120 min using 1-Ethyl-3-methylimidazolium acetate as ionic liquid and medium with good yields 86-90%. This synthetic method has numerous advantages, including high yields, a simple protocol, environmental friendliness, brief reaction times, and mild reaction conditions. Using a catalytically active ionic liquid as the medium eliminates the need for a catalyst and a solvent. In this study, the docking score of the synthesized compounds was found to be between -8 to -9 kcal/mol similar to the co-crystal. Additionally, the compounds maintained their amino acid interactions with Tyr 281 (coagulation protein; 6WV3) and Thr 179 (tubulin polymerization protein; 5LYJ.pdb).

Cite this article as:

Pullagura Prakash Siva*, Thiriveedhi Arunkumar, Battula Rao Venkateswara, Akula Raghunadh, Begum Sajeli Ahil and Pulla Sai Soukya Lakshmi, [EMIM] [OAc]: An Efficient Ionic Liquid Medium for the Synthesis of New 4-(furan/pyrrole/thiophene-2-yl)-3, 4-dihydro-1H-chromeno [4,3-d] pyrimidine-2,5-diones and Molecular Docking Studies, Letters in Organic Chemistry 2024; 21 (11) . https://dx.doi.org/10.2174/0115701786289993240215104621