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
Keywords:
One-pot reaction, green synthesis, molecular descriptors prediction, molecular docking, chromeno [b]pyrimidines, ionic liquids.
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).
